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95-54-5 Usage

Chemical Description

Different sources of media describe the Chemical Description of 95-54-5 differently. You can refer to the following data:
1. o-Phenylenediamine is a chemical compound with the formula C6H4(NH2)2.
2. o-Phenylenediamine is a diamine with primary amino groups.

Phenylenediamine

Phenylenediamine is the simplest aromatic diamine. There are three isomers, namely o-phenylenediamine, m-phenylenediamine and p-phenylenediamine. p-Phenylenediamine appears as a colorless crystal, being quickly oxidized in the air into black. It has a boiling point of 267 °C. It is soluble in water, ethanol and ether. It can be used as raw materials or intermediates of dyes, vulcanization accelerators for rubber, developers for the photographic industry, fur dyes and hair dyes. People in frequent contact include usually dyeing hair workers, hairdressers and regular hair coloring patients. It can enter the body through the skin, being oxidized intermediates with different degrees of sensitization, being able to cause eczema-like or moss-like dermatitis, appearing mostly in the face, neck and forearm and other skin folds. For example, mouth, eye and nose and other parts are easy to be damaged. People inhalation of its dust can obtain bronchial asthma. The symptoms of oral poisoning are similar as aniline poisoning, being mainly subject to symptomatic treatment. O-phenylenediamine is also known as 1, 2-diaminobenzene, 1, 2-phenylenediamine. Substance precipitated from the water appears as white to pale yellow leaf-like crystals while product precipitated from chloroform appears as prism-like crystals. Its color is easy to change upon exposure to air, from white to yellow, brown, purple, and finally into black. It has a relative density of 1.2698, the melting point of 103 °C to 104 °C, the boiling point of 256~258 °C. It is slightly soluble in cold water (35 °C 4.15), being easily soluble in hot water (81 °C, 733), ethanol, ether, chloroform and benzene. Its reaction with inorganic acid can lead to the formation of water-soluble salts; its aqueous solution can react with carbon disulfide to generate 2-mercapto-benzimidazole; under pressure, it can react with carbon dioxide reaction to generate benzimidazolone. This product is toxic with inhalation causing visual disturbances. Its contact with the skin can cause inflammation with entering into the eyes being able to cause inflammation as well. Rat oral LD50: 1070mg/kg. M-phenylenediamine appears as a rhombic crystal, being quickly oxidized to brown color in the air. Its proportion is 1.139 with the melting point of 62.8 °C and the boiling point of 284 °C. It can be dissolved in water, alcohols, and ketones and so on. It can be used in the dye chemical industry, and as a curing agent for plastics. It can also enter into the human body via the respiratory tract, skin and gastrointestinal tract. Acute poisoning can cause methemoglobinemia, and liver damage and hemolytic anemia. Figure 1 is the chemical structure of three isomers of phenylenediamine: o-phenylenediamine, m-phenylenediamine, p-phenylenediamine.

Chemical properties

Different sources of media describe the Chemical properties of 95-54-5 differently. You can refer to the following data:
1. O-phenylenediamine has active chemical properties, being able to have condensation reaction with acid, aldehydes, ketones and other compounds, generating heterocyclic compounds; it can also have oxidation, condensation, substitution and diazotization reaction. Figure 2 is o-phenylenediamine oxidation. Figure 3 is o-phenylenediamine condensation reaction.
2. It appears as colorless monoclinic crystal with air and sunlight in the darker. It is slightly soluble in cold water, being more soluble in hot water, soluble in alcohol, ether and chloroform.

The main purpose and role of phenylenediamine

Phenylenediamine is used as a fluorescent indicator and chromatographic analysis reagent. It is used for the identification of copper, gold, iron, magnesium, vanadium, ammonia, hydrogen sulfide, sulfur dioxide and chromic oxide, etc., and manufacturing azo dyes, fur dyeing and photographic materials. , Printing and dyeing industry. (1) o-phenylenediamine is mainly used in the manufacture of pesticides fungicides (carbendazim, benomyl, thiophanate-methyl, Thiabendazole), reducing dyes (reduction Yellow 6GD, reduction brilliant orange GR), cationic dye (Cationic brilliant yellow 10GFF), polymer stabilizer (2-mercaptobenzimidazole), heterocyclic compounds (benzimidazole and quinoxaline), photographic materials, surfactants, antifreeze, copper anticorrosive. It is one of the components of the hair dye formulation and is one of the organic reagents commonly used in analytical chemistry to identify 1, 2-diesters, carboxylic acids and aldehydes. (2) m-phenylenediamine is mainly used in the manufacture of dyes, such as direct fast black RN, and used as fur dyes, azo and diazine dye intermediates, the determination of nitrite, but also for ion exchange resins, block copolymer and photographic; for textile dyes, laboratory reagents, curing agents, corrosion inhibitors. Also used as a curing agent for epoxy resin and cement accelerator and so on. (3) p-phenylenediamine is mainly used in the manufacture of dyes, being also used for the synthesis of azo dyes disperse dyes, acid dyes, direct dyes, sulfur dyes, fur dyes (fur D). It can also be used for cosmetics Hair dye, also used in the preparation of rubber antioxidant ("anti-aging agent DNP", "anti-aging agent DOP", "anti-aging agent DBP") and the production of developing agents.

Toxicity

O-phenylenediamine has moderate toxicity, often due to inhalation of dust or skin absorption caused by poisoning (the latter phenomenon mostly). Inhalation of dust can cause rhinitis, bronchitis, frequent fever, causing unique asthma and vagal nervous tension caused by the tracheal inflammation, can cause severe acute eczema and eczema. M-phenylenediamine can cause methemoglobin changes, while the p-phenylenediamine can cause bronchial asthma, allergic dermatitis. The above information is edited and edited by lookchem.

Uses

Different sources of media describe the Uses of 95-54-5 differently. You can refer to the following data:
1. 1. It can be used as a cationic dye intermediates, being the main raw material of pesticides, carbendazim and other fungicides. 2. It can be used as analytical reagent, fluorescent indicator, also used in organic and dye synthesis. It can be used as pesticides, pharmaceuticals and dyes intermediates 3.? As a pesticide intermediates, dye intermediates phenylenediamine is the intermediate of fungicide carbendazim, methyl thiophanate, and thiabendazole, but also insecticides quinalphos intermediates. In addition, it can also used as an important intermediate of dye industry. 4. The goods are intermediates of dyes, pesticides, additives and photographic materials. Itself is the dye fur yellow brown M. It can be used in the manufacture of polyamide, polyurethane, fungicides carbendazim and thiophanate, reduction scarlet GG, leveling agent, antioxidant MB, also used in the preparation of the developer, surfactant and so on. 5.? It can be used as intermediates of chemical raw materials, pesticides and dyes.
2. m-Phenylenediamine is used in the manu facture of a variety of dyes, in hair dyeformulations, as a rubber curing agent, inpetroleum additives, as a photographic developing agent, and as an analytical reagent.
3. o-Phenylenediamine is used as an intermediate in the manufacture of dyes, pigments, andfungicides. It is also used in hair dye formulation, as a photographic developing agent,and in organic synthesis.
4. o-Phenylenediamine is an amino substituted benzene used in the manufacture of dyes. Potential use in sensitive immunosensor for cancer biomarker.Environmental toxin on US EPA Toxic Release Inventory list (TRI) list.
5. It is actively involved in the preparation of pharmaceuticals by reacting substituted o-phenylenediamine with various diketones.

Production method

Take o-nitroaniline as raw materials, use sodium sulfide reduction or catalytic hydrogenation for reduction of o-phenylenediamine. Addition of 21% sodium sulfide solution and o-nitroaniline into the reducing pot, raising the temperature to 90 °C, close and raise the temperature to 105-110 °C and increase the pressure to 0.1-0.2 MPa, stirring and reducing for 5 h, cooling to below 40 °C, filter. The filter cake is heated and melted, vacuum distillation, collecting the fraction in 140-210 °C (7.89kPa), namely o-phenylenediamine with the yield of 70-80%. The hydrogenation process should proceed in the autoclave with the reaction temperature of 95-105 °C with the pressure of about 2MPa. It should be subject to hydrogenation reaction under the action of nickel catalyst for about 1h until the hydrogen pressure does not decline. The yield of o-phenylenediamine was above 97%. There are several preparation methods as follows. O-Nitroaniline and Sodium Sulfide Reduction Its reaction with o-nitroaniline and sodium sulfide solution at a pressure of 98 to 196 kPa and a reaction temperature of 105 to 110 ° C, being also carried out at a reaction temperature of 120 to 130 °C under atmospheric pressure for 3 to 4 hours to obtain o-benzenediamine amine. O-nitroaniline: hydrogenation reduction method Use o-nitroaniline as the raw material and Raney nickel as the catalyst, the reaction temperature was raised from 95 to 105 ° C in the autoclave, and the product was obtained by stirring at 1.960 MPa under continuous pressure of hydrogen gas until the pressure did not drop. For the above two preparation methods, the sodium sulfide reduction method can obtain the product of high purity with relative mature process. There are more factories in the domestic production of o-phenylenediamine. But the method has poor labor protection conditions with much wastewater. There are still some problems in the catalytic hydrogenation with industrialization needs to be further improved. In addition, there is also o-dichlorobenzene ammonia solution, there are more units have been studied, but not yet industrialized.

Hazards & Safety Information

Category Toxic substances Toxicity classification highly toxic Acute toxicity Oral-Rat LD50: 1070 mg/kg; Oral-mouse LD50: 366 mg/kg Flammability hazardous characteristics it is flammable with heating releasing toxic aniline gases Storage and transportation characteristics Treasury: ventilated, low-temperature and dry; store it separately from food raw materials for storage and transportation Fire extinguishing agent mist water, carbon dioxide, sand

Chemical Properties

o-Phenylenediamine is a white to brownish crystalline substance that turns red upon exposure to air.

Definition

ChEBI: A phenylenediamine in which the two amino groups are ortho to each other.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 2, p. 501, 1943Synthetic Communications, 25, p. 4025, 1995 DOI: 10.1080/00397919508011478

General Description

Colorless monoclinic crystals if pure; technical grade brownish-yellow crystals or a sandy brown solid. Used in manufacture of dyes, photography, organic synthesis.

Air & Water Reactions

Soluble in water [Hawley]. Melting point 219 F. Flash point 277 F. Toxic by skin absorption, inhalation or ingestion. Even as a solid will spot downwind area brown/purple (Roger Patrick, DuPont Engineer).

Reactivity Profile

o-Phenylenediamine a weak aromatic amine base neutralizes acids in exothermic reactions to form salts. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Darkens on exposure to air (Roger Patrick, DuPont Engineer).

Health Hazard

The toxic effects of m-phenylenediamineare similar to its ortho- and para-isomers.The toxic symptoms were tremor, excite ment, convulsions, and cyanosis, and col lapse at fatal dose. Other symptoms includeddecreased blood pressure and pulse rate.Chronic toxic effects resulting from the oralapplication of an aqueous solution of thiscompound were increase in liver and to alesser extent, kidney weights. No carcinogenicity was observed in test animals. Thecompound was excreted rapidly, unchanged.LD50 value, oral (rats): 650 mg/kg.

Fire Hazard

Flash point data for o-Phenylenediamine are not available. o-Phenylenediamine is probably combustible.

Biochem/physiol Actions

o-Phenylenediamine (o-PD) is a potent substrate for spectrophotometric horseradish peroxidase (HRP)-mediated enzyme-linked immunosorbent assay (ELISA), which gives 2,3-diaminophenazine (DAP) as a product of o-PD oxidation.

Safety Profile

Confirmed carcinogen. Poison by ingestion and intraperitoneal routes. Moderately toxic by subcutaneous route. Mildly toxic by skin contact. Mutation data reported. A pesticide and pharmaceutical. When heated to decomposition it emits toxic fumes of NOx. See also other phenylenediamine entries and AMINES

Potential Exposure

Used as an intermediate in the making of dyes; pesticides, pharmaceuticals, and rubber chemicals; in making fungicides and other chemicals; in photographic and analytical procedures and processes

Carcinogenicity

o-PDA (dihydrochloride) induced hepatocellular carcinomas during an 18-month feeding study in male Charles River CD rats given diets containing 2000 or 4000 ppm of the chemical (female rats not used in this study). No significant carcinogenic effects were observed in male and female CD-1 mice given higher doses (6872 or 13,743 ppm) of the compound.

Purification Methods

Crystallise the diamine from aqueous 1% sodium hydrosulfite (charcoal), wash it with ice-water and dry it in a vacuum desiccator, or sublime it in vacuo. It has been purified by recrystallisation from toluene and zone refined [Anson et al. J Am Chem Soc 108 6593 1986]. Purification by refluxing a CH2Cl2 solution containing charcoal is also carried out followed by evaporation and recrystallisation [Koola & Kochi J Org Chem 52 4545 1987], protect from light. The acetate has m 186o. [Beilstein 13 IV 38.]

Incompatibilities

Dust may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, acid chlorides; acid anhydrides; chloroformates. Heat and light contribute to instability. Keep away from metals; 1,2-PHENYLENEDIAMINE a weak aromatic amine base neutralizes acids in exothermic reactions to form salts. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Darkens on exposure to air (Roger Patrick, DuPont Engineer).

Check Digit Verification of cas no

The CAS Registry Mumber 95-54-5 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 5 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 95-54:
(4*9)+(3*5)+(2*5)+(1*4)=65
65 % 10 = 5
So 95-54-5 is a valid CAS Registry Number.
InChI:InChI:1S/C6H8N2/c7-5-3-1-2-4-6(5)8/h1-4H,7-8H2

95-54-5 Well-known Company Product Price

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  • Detail
  • TCI America

  • (P1805)  1,2-Phenylenediamine [for Biochemical Research]  >98.0%(GC)(T)

  • 95-54-5

  • 1g

  • 290.00CNY

  • Detail
  • TCI America

  • (P1805)  1,2-Phenylenediamine [for Biochemical Research]  >98.0%(GC)(T)

  • 95-54-5

  • 5g

  • 890.00CNY

  • Detail
  • TCI America

  • (P0168)  1,2-Phenylenediamine  >98.0%(GC)(T)

  • 95-54-5

  • 25g

  • 110.00CNY

  • Detail
  • TCI America

  • (P0168)  1,2-Phenylenediamine  >98.0%(GC)(T)

  • 95-54-5

  • 100g

  • 250.00CNY

  • Detail
  • TCI America

  • (P0168)  1,2-Phenylenediamine  >98.0%(GC)(T)

  • 95-54-5

  • 500g

  • 690.00CNY

  • Detail
  • Alfa Aesar

  • (A11946)  o-Phenylenediamine, 98%   

  • 95-54-5

  • 25g

  • 176.0CNY

  • Detail
  • Alfa Aesar

  • (A11946)  o-Phenylenediamine, 98%   

  • 95-54-5

  • 250g

  • 378.0CNY

  • Detail
  • Alfa Aesar

  • (A11946)  o-Phenylenediamine, 98%   

  • 95-54-5

  • 1000g

  • 1009.0CNY

  • Detail
  • Alfa Aesar

  • (A11946)  o-Phenylenediamine, 98%   

  • 95-54-5

  • 5000g

  • 4220.0CNY

  • Detail
  • Aldrich

  • (P23938)  o-Phenylenediamine  flaked, 99.5%

  • 95-54-5

  • P23938-5G

  • 338.13CNY

  • Detail
  • Aldrich

  • (P23938)  o-Phenylenediamine  flaked, 99.5%

  • 95-54-5

  • P23938-100G

  • 382.59CNY

  • Detail
  • Aldrich

  • (P23938)  o-Phenylenediamine  flaked, 99.5%

  • 95-54-5

  • P23938-500G

  • 1,089.27CNY

  • Detail

95-54-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,2-phenylenediamine

1.2 Other means of identification

Product number -
Other names ik3

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:95-54-5 SDS

95-54-5Synthetic route

2-nitro-aniline
88-74-4

2-nitro-aniline

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With hydrazine hydrate at 90℃; for 1.16667h; chemoselective reaction;100%
With hydrazine hydrate In ethanol; water at 80℃; for 3h; chemoselective reaction;100%
With sodium tetrahydroborate In water for 0.116667h; Kinetics; Catalytic behavior; Reagent/catalyst;100%
N-(2-aminophenyl)acetamide
34801-09-7

N-(2-aminophenyl)acetamide

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With potassium hydroxide In ethanol Reagent/catalyst; Cooling with ice;99.98%
1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With palladium 10% on activated carbon; ammonium formate; silica gel In methanol for 1.5h; Milling;99%
With sodium tetrahydroborate In water at 90℃;99%
With hydrazine hydrate In ethanol at 20℃; for 4h; chemoselective reaction;98%
1,2-dibromobenzene
583-53-9

1,2-dibromobenzene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With C24H12Cu2F9N4O7; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 110 - 140℃; for 16h;99%
With ammonium hydroxide; copper(l) iodide; N,N-dimethylethylenediamine In dimethyl sulfoxide at 130℃; for 18h; Reagent/catalyst; Time; Sealed tube; Inert atmosphere;92%
With ammonium hydroxide In water at 20℃; for 12h; Green chemistry;92%
With ammonia; water; copper(II) sulfate at 180 - 190℃;
With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 120℃; for 16h; Sealed tube;100 %Spectr.
o-azidoaniline
1005-07-8

o-azidoaniline

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With ammonium chloride; zinc In ethanol; water at 20℃;98%
5-chloro-2-nitroaniline
1635-61-6

5-chloro-2-nitroaniline

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrazine hydrate In methanol at 120℃; for 0.25h; Microwave irradiation;97%
With palladium on activated charcoal; hydrogen In ethanol; ethyl acetate at 20℃; under 760.051 Torr; for 5h;
5-bromo-2-nitroaniline
5228-61-5

5-bromo-2-nitroaniline

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrazine hydrate In methanol at 120℃; for 0.25h; Microwave irradiation;96%
benzofurazan oxide
480-96-6

benzofurazan oxide

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With Saccharomyces cerevisiae BY In methanol at 20℃; for 6h; pH=7.0; aq. buffer; Enzymatic reaction;95%
With ammonium sulfate; sodium tetrahydroborate In ethanol for 0.583333h; Ambient temperature;86%
With ammonium sulfate; magnesium In methanol Ambient temperature;80%
benzo[1,2,5]thiadiazole
273-13-2, 22706-22-5

benzo[1,2,5]thiadiazole

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With sodium tetrahydroborate; cobalt(II) chloride In ethanol for 3h; Heating;95%
With methanol; samarium diiodide In tetrahydrofuran at 20℃; for 0.25h;88%
1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 120℃; for 16h; Sealed tube; chemoselective reaction;95%
Multi-step reaction with 2 steps
1: copper(l) iodide; tetra(n-butyl)ammonium hydroxide; ammonia / water / 48 h / 45 °C / Inert atmosphere; Sealed tube
2: copper(l) iodide; tetra(n-butyl)ammonium hydroxide; ammonia / water / 48 h / 80 °C / Inert atmosphere; Sealed tube
View Scheme
2-iodophenylamine
615-43-0

2-iodophenylamine

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With copper(l) iodide; ascorbic acid In ammonia at 25℃; for 36h; liquid NH3;94%
With 8-quinolinol; caesium carbonate; nickel dichloride for 0.216667h; Microwave irradiation;36%
With ammonium hydroxide; copper(l) iodide; 1,10-Phenanthroline; sodium carbonate at 100℃; for 10h;34%
1,2-Diiodobenzene
615-42-9

1,2-Diiodobenzene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With ammonium hydroxide In water at 20℃; for 9h; Green chemistry;94%
With ammonium hydroxide; copper(l) iodide; N,N-dimethylethylenediamine In dimethyl sulfoxide at 110℃; for 14h; Reagent/catalyst; Time; Sealed tube; Inert atmosphere;92%
2-phenyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole
2479-64-3

2-phenyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With silver nitrate; triethylamine In ethanol; water at 80℃; for 0.5h; Schlenk technique;93%
1,2-dichloro-benzene
95-50-1

1,2-dichloro-benzene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With ammonium hydroxide; 1,10-Phenanthroline; copper(I) bromide at 150℃; under 45004.5 Torr; for 1h; Reagent/catalyst; Temperature; Pressure; Autoclave;90.6%
With ammonia; 2Pd(2+)*2C16H14N2O2(2-) In ethylene glycol at 160℃; under 1500.15 Torr; for 10h; Autoclave; Inert atmosphere;80%
With copper(l) iodide; ammonia; triphenylphosphine at 85 - 100℃; under 37503.8 - 45004.5 Torr; for 10h; Pressure; Autoclave;2%
With ammonia; copper; copper dichloride at 150℃;
With ammonium hydroxide; potassium phosphate; Cu0.18Bi0.88O0.88I1.06 In ethanol; water at 80℃; for 20h; Inert atmosphere; Green chemistry;100 %Chromat.
2-aminophenylboronic acid
5570-18-3

2-aminophenylboronic acid

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With potassium carbonate; ammonium hydroxide In methanol at 60℃; for 13h;89%
3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrazine hydrate In methanol at 120℃; for 0.25h; Microwave irradiation;89%
1-(2-nitrobenzene)-2-phenyldiazene
29530-39-0

1-(2-nitrobenzene)-2-phenyldiazene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With formic acid; zinc In methanol at 20℃; for 24h; Inert atmosphere;88%
2-Nitro-2'-methoxy-5'-methyl-azobenzol
29530-48-1

2-Nitro-2'-methoxy-5'-methyl-azobenzol

A

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

B

Cresidine
120-71-8

Cresidine

C

2-[2-methoxy-5-methylphenyl]-1-oxido-2H-benzotriazole

2-[2-methoxy-5-methylphenyl]-1-oxido-2H-benzotriazole

Conditions
ConditionsYield
With lithium perchlorate In methanol; dichloromethane at 20℃; Cyclization; Electrolysis;A n/a
B n/a
C 83%
3-(2-aminophenylamino)-N,N-dimethylpropionamide

3-(2-aminophenylamino)-N,N-dimethylpropionamide

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With Imidazole hydrochloride at 150℃; for 4h;83%
With Imidazole hydrochloride In neat (no solvent) at 150℃; for 4h; Schlenk technique;82%
2-chloroquinoxaline
1448-87-9

2-chloroquinoxaline

acetophenone
98-86-2

acetophenone

A

2-phenylfuro<2,3-b>quinoxaline
37052-98-5

2-phenylfuro<2,3-b>quinoxaline

B

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 20℃; for 24h;A 82%
B n/a
(2-amino-phenyl)carbamic acid benzyl ester
22706-01-0

(2-amino-phenyl)carbamic acid benzyl ester

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate at 20℃; for 0.25h; chemoselective reaction;81%
3-(2-aminophenylamino)-N,N-diethylpropionamide

3-(2-aminophenylamino)-N,N-diethylpropionamide

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With Imidazole hydrochloride In neat (no solvent) at 150℃; for 4h; Schlenk technique;81%
2,2,2',2'-Tetramethyl-N,N'-(phen-1,2-ylen)bis
93142-62-2

2,2,2',2'-Tetramethyl-N,N'-(phen-1,2-ylen)bis

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With hydrogenchloride at 70℃; for 12h; Inert atmosphere;80%
o-azidonitrobenzene
1516-58-1

o-azidonitrobenzene

A

2-nitro-aniline
88-74-4

2-nitro-aniline

B

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
Stage #1: o-azidonitrobenzene With hydrazine hydrate for 0.166667h; Inert atmosphere;
Stage #2: for 4h; Irradiation;
A 20%
B 80%
1,2-Dinitrobenzene
528-29-0

1,2-Dinitrobenzene

A

2-nitro-aniline
88-74-4

2-nitro-aniline

B

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
Stage #1: 1,2-Dinitrobenzene With sodium tetrahydroborate In water at 20℃; for 0.25h; Inert atmosphere; Green chemistry;
Stage #2: In water at 20℃; for 0.75h; Inert atmosphere; Green chemistry;
A 78%
B 15%
With sodium tetrahydroborate; water at 0 - 20℃; for 24h;A 24%
B 53%
With titanium dioxide In ethanol for 1.5h; Irradiation; Green chemistry;A 55 %Chromat.
B 30 %Chromat.
2-bromoaniline
615-36-1

2-bromoaniline

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With copper(l) iodide; tetra(n-butyl)ammonium hydroxide; ammonia In water at 80℃; for 48h; Inert atmosphere; Sealed tube; chemoselective reaction;72%
With ammonia; palladium diacetate; sodium t-butanolate; 2-(di-tert-butyl-phosphino)-1-phenyl-1H-pyrrole In 1,4-dioxane at 120℃; under 7500.75 Torr; for 24h; Autoclave; Inert atmosphere;89 %Chromat.
meta-dinitrobenzene
99-65-0

meta-dinitrobenzene

A

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

B

3-nitro-aniline
99-09-2

3-nitro-aniline

Conditions
ConditionsYield
With potassium hydroxide; hydrogen In isopropyl alcohol at 82.85℃; for 3h;A 16%
B 71%
2-bromobenzoic-acid
88-65-3

2-bromobenzoic-acid

A

anthranilic acid
118-92-3

anthranilic acid

B

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 110 - 120℃; for 16h; Sealed tube;A 71%
B 21%
1,2-bis-(p-methylphenylsulfonamido)-benzene
49633-28-5

1,2-bis-(p-methylphenylsulfonamido)-benzene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With perchloric acid; acetic acid for 1h; Heating;70%
2,3-dichloroquinoxaline
2213-63-0

2,3-dichloroquinoxaline

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

5,12-dihydroquinoxalino[2,3-b]quinoxaline
531-46-4, 55977-58-7

5,12-dihydroquinoxalino[2,3-b]quinoxaline

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 1h; Reflux;100%
Heating;95.7%
With sodium chloride at 120 - 130℃;
With ethylene glycol
pyrimidine-2,4,5,6(1H,3H)-tetraone
61066-33-9, 61066-34-0, 61066-35-1, 61127-23-9

pyrimidine-2,4,5,6(1H,3H)-tetraone

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

N-carbamoyl-3-oxo-3,4-dihydroquinoxaline-2-carboxamide
6275-81-6

N-carbamoyl-3-oxo-3,4-dihydroquinoxaline-2-carboxamide

Conditions
ConditionsYield
With water at 20℃; for 1h; Product distribution; Further Variations:; Temperatures; solid-state reaction;100%
In water at 80℃; for 1h;75%
With water
In water at 20℃; for 10h;0.228 g
indole-2,3-dione
91-56-5

indole-2,3-dione

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

indophenazine
243-59-4

indophenazine

Conditions
ConditionsYield
In 1,4-dioxane for 0.25h; Heating;100%
In acetic acid for 0.1h; Microwave irradiation;97%
With acetic acid Sealed tube; Microwave irradiation;95%
furil
492-94-4

furil

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

2,3-di-furan-2-yl-quinoxaline
57490-73-0

2,3-di-furan-2-yl-quinoxaline

Conditions
ConditionsYield
With gallium(III) triflate In ethanol at 20℃; for 0.166667h;100%
With silica supported 12-tungstophosphoric acid nanoparticles In ethyl acetate at 20℃; for 0.00416667h;99%
at 120℃; for 0.666667h; Green chemistry;99%
oxalic acid
144-62-7

oxalic acid

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

quinoxaline-2,3-dione
15804-19-0

quinoxaline-2,3-dione

Conditions
ConditionsYield
at 150℃; for 8h; Product distribution; Further Variations:; Temperatures; solid-state reaction;100%
With water for 0.05h; microwave irradiation;99%
With hydrogenchloride In water at 100℃; for 0.333333h;98%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

2-(4-chlorophenyl)benzimidazole
1019-85-8

2-(4-chlorophenyl)benzimidazole

Conditions
ConditionsYield
With sodium hydrogensulfite In N,N-dimethyl acetamide at 100℃; for 2h;100%
With copper(II) particles immobilized on nanosilica thiolated dendritic polymer In ethyl acetate at 50℃; for 0.25h; Catalytic behavior; Solvent; Temperature; Time; Reagent/catalyst;100%
With sodium metabisulfite In N,N-dimethyl-formamide at 80℃; for 0.1h; Microwave irradiation;99%
phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

N1,N2-bis[N-phenylthiocarbamoyl]-1,2-diaminobenzene
50521-79-4

N1,N2-bis[N-phenylthiocarbamoyl]-1,2-diaminobenzene

Conditions
ConditionsYield
In methanol for 3h;100%
In methanol for 3h;99%
With ethanol
benzene-1,2-diol
120-80-9

benzene-1,2-diol

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Phenazin
92-82-0

Phenazin

Conditions
ConditionsYield
In water at 210℃; for 0.25h; Microwave irradiation;100%
at 200℃;
at 200 - 210℃; in geschlossenen Rohr;
With potassium dichromate; acetic acid for 24h; Reflux;
4,4'-dichlorobenzil
3457-46-3

4,4'-dichlorobenzil

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

2,3-bis(4-chlorophenyl)quinoxaline
138476-26-3

2,3-bis(4-chlorophenyl)quinoxaline

Conditions
ConditionsYield
With gallium(III) triflate In ethanol at 20℃; for 0.166667h;100%
With amberlyst-15 In water at 70℃; for 0.2h;99%
With magnesium hydrogen sulfate In ethanol at 20℃; for 0.25h;98%
dimethylglyoxal
431-03-8

dimethylglyoxal

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

2,3-dimethylquinoxaline
2379-55-7

2,3-dimethylquinoxaline

Conditions
ConditionsYield
With zirconium(IV) chloride In methanol at 20℃; for 0.0833333h;100%
With amberlyst-15 In water at 70℃; for 0.3h;99%
With silica-supported stannous chloride In methanol at 20℃; for 0.0333333h;99%
2-Hydroxy-1,4-naphthoquinone
83-72-7

2-Hydroxy-1,4-naphthoquinone

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

benzo[a]phenazin-5-ol
2089-82-9

benzo[a]phenazin-5-ol

Conditions
ConditionsYield
at 70℃; for 0.25h; Product distribution; Further Variations:; Temperatures; solid-state reaction;100%
With 1,4-diaza-bicyclo[2.2.2]octane In ethanol91%
With acetic acid at 20℃; for 24h;88%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

benzil
134-81-6

benzil

2,3-diphenylquinoxaline
1684-14-6

2,3-diphenylquinoxaline

Conditions
ConditionsYield
With gallium(III) triflate In acetonitrile at 20℃; for 0.0833333h; Reactivity; Solvent; Time; Concentration;100%
With PEG-400 at 110℃; for 0.166667h; Neat (no solvent);100%
With zirconium(IV) chloride In methanol at 20℃; for 0.0833333h;100%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

trifluoroacetic acid
76-05-1

trifluoroacetic acid

2-Trifluoromethylbenzimidazole
312-73-2

2-Trifluoromethylbenzimidazole

Conditions
ConditionsYield
for 4h; Reflux;100%
at 70℃; for 16h;99%
at 70℃; for 0.5h; Microwave irradiation;99.9%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

phenylboronic acid
98-80-6

phenylboronic acid

2-phenyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole
2479-64-3

2-phenyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole

Conditions
ConditionsYield
at 40℃; for 1h;100%
In toluene for 2h; Reflux;92%
In toluene stirring mixt. of diamine deriv. and phenylboric acid in toluene for 2 hat reflux; filtration, washing with petroleum ether, NMR;92%
isonipecotic acid
498-94-2

isonipecotic acid

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

2-(4-piperidinyl)-1H-benzimidazole
38385-95-4

2-(4-piperidinyl)-1H-benzimidazole

Conditions
ConditionsYield
Stage #1: isonipecotic acid; 1,2-diamino-benzene at 190℃; for 14h;
Stage #2: isonipecotic acid; 1,2-diamino-benzene With phosphoric acid
100%
With PPA at 100℃; for 2h;92%
With PPA at 180℃; for 2h;85%
orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

benzoimidazole
51-17-2

benzoimidazole

Conditions
ConditionsYield
Stage #1: orthoformic acid triethyl ester at 20℃; for 0.25h;
Stage #2: 1,2-diamino-benzene at 20℃; for 3h;
100%
With aminosulfonic acid In methanol at 20℃; for 1h;98%
iodine In acetonitrile at 20℃; for 0.25h;98%
cyclopentanone
120-92-3

cyclopentanone

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

2,3-cyclopentano-3,4-dihydro-5H-4-spirocyclopentano-1,5-benzodiazepine
41526-78-7

2,3-cyclopentano-3,4-dihydro-5H-4-spirocyclopentano-1,5-benzodiazepine

Conditions
ConditionsYield
With mesoporous aluminosilicate MCM-41(14) at 100℃; for 1h;100%
With ytterbium(III) triflate at 20℃; for 4h;99%
With octadecafluorodecahydronaphthalene (cis+trans) at 60℃; for 2h;99%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

3-methyl-2-oxo-1,2-dihydroquinoxaline
14003-34-0

3-methyl-2-oxo-1,2-dihydroquinoxaline

Conditions
ConditionsYield
In ethanol for 4h; Heating;100%
In ethanol at 20℃; for 4h;100%
In butan-1-ol for 1h; Reflux;97%
perfluoropropylene
116-15-4

perfluoropropylene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

2-(α-hydro-tetrafluoroethyl)benzimidazole
41185-74-4

2-(α-hydro-tetrafluoroethyl)benzimidazole

Conditions
ConditionsYield
With potassium fluoride In N,N-dimethyl-formamide100%
With diethylamine In ethyl acetate at 7 - 12℃; for 1.25 - 2.5h;85%
In ethyl acetate at 75℃; under 3000.3 - 9750.98 Torr; for 18h; Solvent; Autoclave;75%
phenylene-1,2-diisothiocyanate
71105-17-4

phenylene-1,2-diisothiocyanate

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

1-(2-aminoanilino-thiocarbonyl)-benzimidazolidine-2-thione
75644-27-8

1-(2-aminoanilino-thiocarbonyl)-benzimidazolidine-2-thione

Conditions
ConditionsYield
for 1h; Solid phase reaction; cyclization; addition;100%
In cyclohexane for 2h; Ambient temperature;83%
4-p-bromobenzoyl-5-methoxycarbonyl-1-phenyl-2,3-dihydro-2,3-pyrroledione
113416-34-5

4-p-bromobenzoyl-5-methoxycarbonyl-1-phenyl-2,3-dihydro-2,3-pyrroledione

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

N-phenyl-3-p-bromobenzoyl-4-methoxycarbonyl-3H-1,5-benzodiazepine-2-carboxamide
120642-38-8

N-phenyl-3-p-bromobenzoyl-4-methoxycarbonyl-3H-1,5-benzodiazepine-2-carboxamide

Conditions
ConditionsYield
In chloroform for 0.166667h; Ambient temperature;100%
2-ethyl-4-oxo-1,3-benzoxazinium perchlorate
56429-60-8

2-ethyl-4-oxo-1,3-benzoxazinium perchlorate

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

2-Ethyl-1H-benzoimidazole; compound with perchloric acid
138118-62-4

2-Ethyl-1H-benzoimidazole; compound with perchloric acid

B

salicylamide
65-45-2

salicylamide

Conditions
ConditionsYield
at 100℃; for 0.0833333h;A 100%
B n/a
ethyl 4-isothiocyanato-1-piperidinecarboxylate
73733-70-7

ethyl 4-isothiocyanato-1-piperidinecarboxylate

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

ethyl 4-{[(2-aminophenyl)aminothioxomethyl]amino}-1-piperidinecarboxylate
73733-81-0

ethyl 4-{[(2-aminophenyl)aminothioxomethyl]amino}-1-piperidinecarboxylate

Conditions
ConditionsYield
In ethanol Ambient temperature;100%
In ethanol
In ethanol at 20℃;
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

(Z)-methyl 2-(3-oxo-3,4-dihydroquinoxalin-2(1H)-ylidene)acetate
53700-46-2

(Z)-methyl 2-(3-oxo-3,4-dihydroquinoxalin-2(1H)-ylidene)acetate

Conditions
ConditionsYield
at 20℃; for 0.0166667h; Michael addition;100%
for 0.0833333h; microwave irradiation;90%
In methanol Heating;
at 20℃; for 0.0833333h; Milling;
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

2-ethoxy-carbonylmethyl-4H-3,1-benzoxazin-4-one
129533-41-1

2-ethoxy-carbonylmethyl-4H-3,1-benzoxazin-4-one

2-(2'-carboxyphenylamino)-3,4,5-trihydro-1,5-benzdiazepin-4(1H)-one

2-(2'-carboxyphenylamino)-3,4,5-trihydro-1,5-benzdiazepin-4(1H)-one

Conditions
ConditionsYield
In diethyl ether for 0.5h; Ambient temperature;100%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

1,1-dichloro-5-aza-2,8-dioxa-1-phosphaV-dibenzo<9,9',11,11'-tetra-tert-butyl>-bicyclo<3.3.0>octadiene
161868-74-2

1,1-dichloro-5-aza-2,8-dioxa-1-phosphaV-dibenzo<9,9',11,11'-tetra-tert-butyl>-bicyclo<3.3.0>octadiene

C34H46N3O2P

C34H46N3O2P

Conditions
ConditionsYield
In benzene for 24h; Ambient temperature;100%

95-54-5Relevant articles and documents

Catalytic effect of alloxazinium and isoalloxazinium salts on oxidation of sulfides with hydrogen peroxide in micellar media

Cibulka, Radek,Baxova, Lenka,Dvorakova, Hana,Hampl, Frantisek,Menova, Petra,Mojr, Viktor,Plancq, Baptiste,Serkan, Sayin

, p. 973 - 993 (2009)

Three novel amphiphilic alloxazinium salts were prepared: 3-dodecyl-5-ethyl-7,8,10-trimethylisoalloxazinium perchlorate (1c), 1-dodecyl-5-ethyl-3-methylalloxazinium perchlorate (2b), and 3-dodecyl-5-ethyl-l-methylalloxazinium perchlorate (2c). Their catalytic activity in thioanisole (3) oxidation with hydrogen peroxide was investigated in micelles of sodium dodecylsulfate (SDS), hexadecyltrimethylammonium nitrate (CTANO3) and Brij 35. Reaction rates were strongly dependent on the catalyst structure, on the type of micelles, and on pH value. Alloxazinium salts 2 were more effective catalysts than isoalloxazinium salts 1. Due to the contribution of micellar catalysis, the vcat/vo ratio of the catalyzed and non-catalyzed reaction rates was almost 80 with salt 2b solubilized in CTANO3 micelles. Nevertheless, the highest acceleration was observed with non-amphiphilic 5-ethyl-1,3-dimethylalloxazinium perchlorate (2a) in CTANO3 micelles (vcat/vo = 134). In this case, salt 2a presumably acts as a phase-transfer catalyst bringing hydrogen peroxide from the aqueous phase into the micelle interior. Synthetic applicability of the investigated catalytic systems was verified on semipreparative scale.

-

Imaizumi et al.

, p. 1507 (1978)

-

Nickel Boride Catalyzed Reductions of Nitro Compounds and Azides: Nanocellulose-Supported Catalysts in Tandem Reactions

Proietti, Giampiero,Prathap, Kaniraj Jeya,Ye, Xinchen,Olsson, Richard T.,Dinér, Peter

, p. 133 - 146 (2021/11/04)

Nickel boride catalyst prepared in situ from NiCl2 and sodium borohydride allowed, in the presence of an aqueous solution of TEMPO-oxidized nanocellulose (0.01 wt%), the reduction of a wide range of nitroarenes and aliphatic nitro compounds. Here we describe how the modified nanocellulose has a stabilizing effect on the catalyst that enables low loading of the nickel salt pre-catalyst. Ni-B prepared in situ from a methanolic solution was also used to develop a greener and facile reduction of organic azides, offering a substantially lowered catalyst loading with respect to reported methods in the literature. Both aromatic and aliphatic azides were reduced, and the protocol is compatible with a one-pot Boc-protection of the obtained amine yielding the corresponding carbamates. Finally, bacterial crystalline nanocellulose was chosen as a support for the Ni-B catalyst to allow an easy recovery step of the catalyst and its recyclability for new reduction cycles.

UiO-66/btb/Pd as a stable catalyst reduction of 4-nitrophenol into 4-aminophenol

Kiani, Zahra,Zhiani, Rahele,Khosroyar, Susan,Motavalizadehkakhky, Alireza,Hosseiny, Malihesadat

, (2020/12/21)

In order to synthesize highly sparse nanoparticles, UiO-66-NH2 can be utilized as an appropriate support. It has great surface area, which is functionalized by 1,3-bis(dimethylthiocarbamoyloxy)benzene compounds that can act as the powerful performers, hence, the Pd (II) is a complex without aggregate over the UiO-66-NH2 microspheres structures (UiO-66/btb/Pd). Nitro-aromatic pollution in industrial waste streams threat wellbeing of water resources. The produced UiO-66/btb/Pd nanocatalyst showed appropriate catalytic activity for reduce nitro-aromatic compounds in aqueous solution. XRD, EDS, SEM, FT-IR, and TEM were utilized for characterizing the nanostructures UiO-66/btb/Pd.

A novel water-dispersible and magnetically recyclable nickel nanoparticles for the one-pot reduction-Schiff base condensation of nitroarenes in pure water

Ghamari Kargar, Pouya,Ravanjamjah, Asiye,Bagherzade, Ghodsieh

, p. 1916 - 1933 (2021/07/10)

In this work, a heterogeneous nanocatalyst called Ni-Fe3O4@Pectin~PPA ~ Piconal was first synthesized, which was investigated as a bifunctional catalyst containing nickel functional groups. On the other hand, this Ni-Fe3O4@Pectin~PPA ~ Piconal catalyst in aqueous solvents shows a very effective performance at ambient temperature for the nitroarene reduction reaction with sodium borohydride, for which NaBH4 is considered as a reducing agent. This is a novelty magnetic catalyst that was approved by various methods, including Fourier-transform infrared spectroscopy (FT-IR), X-ray powder diffraction (XRD), Dynamic light scattering (DLS), Transmission electron microscopy (TEM), vibrating sample magnetometer (VSM), Inductively coupled plasma (ICP), Energy-dispersive X-ray spectroscopy (EDX), and Field emission scanning electron microscopy (FESEM) analyses. From the satisfactory results obtained from the reduction of nitrogen, this catalytic system is used for a one-pot protocol containing a reduction-Schiff base concentration of diverse nitroarenes. It was corroborated with the heterogeneous catalytic experiments on the one-pot tandem synthesis of imines from nitroarenes and aldehydes. Finally, the novel Ni-Fe3O4@Pectin~PPA ~ Piconal catalyst could function as a more economically desirable and environmentally amicable in the catalysis field. The favorable products are acquired in good to high performance in the attendance of Ni-Fe3O4@Pectin~PPA ~ Piconal as a bifunctional catalyst. This catalyst can be recycled up to six steps without losing a sharp drop.

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