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99-05-8

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99-05-8 Usage

Uses

Different sources of media describe the Uses of 99-05-8 differently. You can refer to the following data:
1. 3-Aminobenzoic acid is used as an intermediate for dyes, pesticides and other organic synthesis.
2. It finds its application as crystalline Intermediate for azo dyes, pharmaceuticals, and X-ray contrast media.

Preparation

3-Aminobenzoic acid is prepared by the reduction of 3-nitrobenzoic acid and used in dye syntheses. Its derivative N,N-dimethyl-3- aminobenzoic acid is also used in the production of dyes.

General Description

3-Aminobenzoic acid, popularly known as Mesalazine Impurity E, is a related compound of anti-inflammatory agent Mesalazine. Mesalazine belongs to a group of drugs referred to as aminosalicylates and is generally used in the treatment of inflammatory bowel disease.Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Purification Methods

Crystallise the acid from water. [Beilstein 14 IV 1092.]

Check Digit Verification of cas no

The CAS Registry Mumber 99-05-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 9 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 99-05:
(4*9)+(3*9)+(2*0)+(1*5)=68
68 % 10 = 8
So 99-05-8 is a valid CAS Registry Number.
InChI:InChI=1/C7H7NO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,8H2,(H,9,10)/p-1

99-05-8 Well-known Company Product Price

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  • Alfa Aesar

  • (A19540)  3-Aminobenzoic acid, 98%   

  • 99-05-8

  • 100g

  • 374.0CNY

  • Detail
  • Alfa Aesar

  • (A19540)  3-Aminobenzoic acid, 98%   

  • 99-05-8

  • 500g

  • 1310.0CNY

  • Detail
  • Alfa Aesar

  • (A19540)  3-Aminobenzoic acid, 98%   

  • 99-05-8

  • 2500g

  • 5563.0CNY

  • Detail
  • Aldrich

  • (127671)  3-Aminobenzoicacid  98%

  • 99-05-8

  • 127671-25G

  • 251.55CNY

  • Detail
  • Aldrich

  • (127671)  3-Aminobenzoicacid  98%

  • 99-05-8

  • 127671-100G

  • 497.25CNY

  • Detail
  • Aldrich

  • (127671)  3-Aminobenzoicacid  98%

  • 99-05-8

  • 127671-500G

  • 1,277.64CNY

  • Detail
  • Vetec

  • (V900788)  3-Aminobenzoicacid  Vetec reagent grade, 98%

  • 99-05-8

  • V900788-25G

  • 86.58CNY

  • Detail
  • Vetec

  • (V900788)  3-Aminobenzoicacid  Vetec reagent grade, 98%

  • 99-05-8

  • V900788-100G

  • 198.90CNY

  • Detail

99-05-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-aminobenzoic acid

1.2 Other means of identification

Product number -
Other names 3-Aminobenzoic Acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:99-05-8 SDS

99-05-8Synthetic route

3-nitrobenzoic acid
121-92-6

3-nitrobenzoic acid

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With graphitic carbon nitride; hydrazine hydrate In water at 70℃; for 36h; Irradiation; Sealed tube; Green chemistry; chemoselective reaction;100%
With palladium 10% on activated carbon; ammonium formate; silica gel In methanol for 1.5h; Milling;99%
With hydrogen In ethanol; water at 18 - 20℃; under 760.051 Torr; for 10h;96.5%
3-azidobenzoic acid
1843-35-2

3-azidobenzoic acid

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With iron(III) oxide; hydrazine hydrate In water at 120℃; for 3h; Inert atmosphere;98%
With ammonium hydroxide at 90℃; for 2h;89%
m-bromobenzoic acid
585-76-2

m-bromobenzoic acid

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With ammonium hydroxide In water at 20℃; for 9h; Green chemistry;97%
3-Iodobenzoic acid
618-51-9

3-Iodobenzoic acid

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With copper(l) iodide; ascorbic acid In ammonia at 25℃; for 18h; liquid NH3;96%
carbon dioxide
124-38-9

carbon dioxide

3-Iodoaniline
626-01-7

3-Iodoaniline

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With C26H30B10Cl2P2Pd In toluene at 60℃; under 760.051 Torr; for 10h;92%
sodium methyl carbonate
6482-39-9

sodium methyl carbonate

3-[Bis(trimethylsilyl)amino]-phenylmagnesium chloride

3-[Bis(trimethylsilyl)amino]-phenylmagnesium chloride

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;84%
3-(benzylamino)benzoic acid
63760-14-5

3-(benzylamino)benzoic acid

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With ammonium formate; zinc In ethylene glycol for 0.0583333h; microwave irradiation;80%
m-cyanoaniline
2237-30-1

m-cyanoaniline

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With phosphate buffer at 30℃; for 9.6h; rhodococcus rhodocrous AJ270, pH 7.0;79%
With potassium phosphate buffer at 30℃; for 7h; Rhodococcus sp. AJ270 cells;78.5%
With nitrilase from Gordonia terrae In aq. phosphate buffer at 35℃; for 1h; pH=8; Enzymatic reaction;
1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With urea-hydrogen peroxide at 160 - 162℃; for 0.0166667h; microwave irradiation;75%
3-Nitrobenzyl alcohol
619-25-0

3-Nitrobenzyl alcohol

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With potassium hydroxide In 1,3,5-trimethyl-benzene at 160℃; for 24h; Inert atmosphere;72%
3-Carboxyphenylboronic acid
25487-66-5

3-Carboxyphenylboronic acid

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
Stage #1: 3-Carboxyphenylboronic acid With copper(I) oxide; ammonium hydroxide; air In methanol at 20℃; for 24h;
Stage #2: With hydrogenchloride In methanol; water pH=1;
65%
3-aminophthalic acid
5434-20-8

3-aminophthalic acid

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With hydrogenchloride
3-amino-4-chloro-benzoic acid
2840-28-0

3-amino-4-chloro-benzoic acid

2-chloro-5-aminobenzoic acid
89-54-3

2-chloro-5-aminobenzoic acid

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With sodium amalgam; water
4-aminophthalic acid
5434-21-9

4-aminophthalic acid

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With hydrogenchloride
3-amino-4-bromobenzoic acid
2840-29-1

3-amino-4-bromobenzoic acid

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

benzenediazonium
2684-02-8

benzenediazonium

3-hydrazinobenzoic acid
38235-71-1

3-hydrazinobenzoic acid

A

3-azidobenzoic acid
1843-35-2

3-azidobenzoic acid

B

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

C

aniline
62-53-3

aniline

D

Phenyl azide
622-37-7

Phenyl azide

Conditions
ConditionsYield
beim Behandeln von Benzoldiazoniumnitrat;
benzenediazonium nitrate

benzenediazonium nitrate

3-hydrazinobenzoic acid
38235-71-1

3-hydrazinobenzoic acid

A

3-azidobenzoic acid
1843-35-2

3-azidobenzoic acid

B

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

C

aniline
62-53-3

aniline

D

Phenyl azide
622-37-7

Phenyl azide

3-nitrobenzoic acid
121-92-6

3-nitrobenzoic acid

A

3,3'-hydrazo-di-benzoic acid
621-17-0

3,3'-hydrazo-di-benzoic acid

B

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With sodium amalgam
3-(3-phenyl-tetraz-1-enyl)-benzoic acid

3-(3-phenyl-tetraz-1-enyl)-benzoic acid

benzene
71-43-2

benzene

A

3-azidobenzoic acid
1843-35-2

3-azidobenzoic acid

B

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

N,N'-bis(3-carboxy-phenyl)-triazene
109495-19-4

N,N'-bis(3-carboxy-phenyl)-triazene

phenol
108-95-2

phenol

A

3-[(4-hydroxyphenyl)diazenyl]benzoic acid
28952-32-1

3-[(4-hydroxyphenyl)diazenyl]benzoic acid

B

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

(5S)-5-<(tert-butoxycarbonyl)amino>cyclohexadienecarboxylic acid
90242-16-3

(5S)-5-<(tert-butoxycarbonyl)amino>cyclohexadienecarboxylic acid

A

Gabaculine
59556-29-5

Gabaculine

B

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol; water Title compound not separated from byproducts;
3-(3-nitro-benzylidenamino)-benzoic acid
102062-07-7

3-(3-nitro-benzylidenamino)-benzoic acid

A

3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

B

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With borate buffer; water In methanol at 24.9℃; Rate constant; Thermodynamic data; ΔH (excit.), ΔS (excit.), further solv.;
3-{[1-(4-Nitro-phenyl)-meth-(E)-ylidene]-amino}-benzoic acid
53156-42-6

3-{[1-(4-Nitro-phenyl)-meth-(E)-ylidene]-amino}-benzoic acid

A

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

B

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With borate buffer; water In methanol at 24.9℃; Rate constant; Thermodynamic data; ΔH (excit.), ΔS (excit.), further solv.;
2-tert-butyl-5-hydroxy-1,4-benzoquinone
4857-70-9

2-tert-butyl-5-hydroxy-1,4-benzoquinone

5-amino-1,3-cyclohexadiene-1-carboxylic acid
59556-18-2

5-amino-1,3-cyclohexadiene-1-carboxylic acid

A

5-tert-butyl-1,2,4-trihydroxybenzene
4857-74-3

5-tert-butyl-1,2,4-trihydroxybenzene

B

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

C

3-(5-tert-Butyl-2,4-dihydroxy-phenylamino)-benzoic acid

3-(5-tert-Butyl-2,4-dihydroxy-phenylamino)-benzoic acid

Conditions
ConditionsYield
With tert-butylamine In dimethyl sulfoxide at 40℃; for 96h;
3-aminobenzoic acid ethyl ester
582-33-2

3-aminobenzoic acid ethyl ester

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With sodium hydroxide Ambient temperature;
With alpha cyclodextrin In water Kinetics; Reagent/catalyst; Alkaline conditions;
hydrogenchloride
7647-01-0

hydrogenchloride

isoluminol
3682-14-2

isoluminol

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
at 150℃;
hydrogenchloride
7647-01-0

hydrogenchloride

N,N'-bis-(1,4-dioxo-1,2,3,4-tetrahydro-phthalazin-5-yl)-urea

N,N'-bis-(1,4-dioxo-1,2,3,4-tetrahydro-phthalazin-5-yl)-urea

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
at 145 - 150℃;
hydrogenchloride
7647-01-0

hydrogenchloride

5-amino-2,3-dihydrophthalazine-1,4-dione
521-31-3

5-amino-2,3-dihydrophthalazine-1,4-dione

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
at 145 - 150℃;
hydrogenchloride
7647-01-0

hydrogenchloride

ethanol
64-17-5

ethanol

3-(2,5-dioxopyrrolidin-1-yl)benzoic acid
60693-31-4

3-(2,5-dioxopyrrolidin-1-yl)benzoic acid

A

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

B

succinic acid diethyl ester
123-25-1

succinic acid diethyl ester

Conditions
ConditionsYield
beim Eindampfen der mit etwas Wasser versetzten Loesung;
hydrogenchloride
7647-01-0

hydrogenchloride

2,4,6-tris(3-nitrophenyl)-1,3,5-triazine
14043-38-0

2,4,6-tris(3-nitrophenyl)-1,3,5-triazine

tin

tin

A

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

B

3-nitrobenzoic acid
121-92-6

3-nitrobenzoic acid

methanol
67-56-1

methanol

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

Methyl 3-aminobenzoate
4518-10-9

Methyl 3-aminobenzoate

Conditions
ConditionsYield
With thionyl chloride at 0℃; for 24h; Reflux;100%
With thionyl chloride at 0 - 20℃;99%
With thionyl chloride for 3h; Ambient temperature;96%
meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

3-azidobenzoic acid
1843-35-2

3-azidobenzoic acid

Conditions
ConditionsYield
Stage #1: meta-aminobenzoic acid With sulfuric acid; sodium nitrite In water at 0℃; for 1.5h; Inert atmosphere;
Stage #2: With sodium azide In water at 0 - 20℃; for 16.5h; Inert atmosphere;
100%
Stage #1: meta-aminobenzoic acid With sulfuric acid; sodium nitrite In water at 0℃; for 1.5h;
Stage #2: With sodium azide In water at 0 - 20℃; for 16.5h;
100%
With tert.-butylnitrite; trimethylsilylazide In acetonitrile Inert atmosphere;99%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

3-((tert-butoxycarbonyl)amino)benzoic acid
111331-82-9

3-((tert-butoxycarbonyl)amino)benzoic acid

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water at 20℃; for 24h;100%
With triethylamine In 1,4-dioxane; water at 20℃; for 18h;100%
With sodium hydroxide In 1,4-dioxane; water at 0 - 20℃;98%
N-(4-(2-chloropyrimidin-4-yl)phenyl)acetamide
945756-13-8

N-(4-(2-chloropyrimidin-4-yl)phenyl)acetamide

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

C19H16N4O3

C19H16N4O3

Conditions
ConditionsYield
In butan-1-ol at 180℃; for 1h; Under nitrogen atmosphere;100%
di(n-butyl)tin oxide
818-08-6

di(n-butyl)tin oxide

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

bis(m-aminobenzoato-O,O') di-n-butyltin(IV)
137787-37-2

bis(m-aminobenzoato-O,O') di-n-butyltin(IV)

Conditions
ConditionsYield
In acetonitrile Reflux;100%
In benzene byproducts: H2O; boiling 10mmol di-n-butyltin(IV) oxide and 20mmol amino benzoic acid in 50ml C6H6 for 4h (continuous removal of H2O), evapn., extractn. of residue with light petroleum ether (b.p. 40-60°C), evapn.;; recrystn. from a mixture of ether and petroleum ether (b.p. 40-60°C); elem. anal., mass spectroscopy;;
meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

malonoyl dichloride
1663-67-8

malonoyl dichloride

3,3'-malonyldiamino-di-benzoic acid
86635-09-8

3,3'-malonyldiamino-di-benzoic acid

Conditions
ConditionsYield
In 1,4-dioxane at 20℃; for 0.25h;100%
meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

acetylacetone
123-54-6

acetylacetone

3-[N'-(1-acetyl-2-oxo-propylidene)-hydrazino]-benzoic acid

3-[N'-(1-acetyl-2-oxo-propylidene)-hydrazino]-benzoic acid

Conditions
ConditionsYield
Stage #1: meta-aminobenzoic acid With hydrogenchloride; acetic acid; sodium nitrite In water at 0℃; for 1h;
Stage #2: acetylacetone With sodium acetate In ethanol; water at 20℃; for 1h;
100%
Stage #1: meta-aminobenzoic acid With hydrogenchloride; sodium nitrite In water at 0 - 5℃;
Stage #2: acetylacetone With sodium acetate In water at 20℃; for 1h;
78%
isobutylamine
78-81-9

isobutylamine

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

3-amino-N-isobutylbenzamide
81882-64-6

3-amino-N-isobutylbenzamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;100%
dichloromaleic acid anhydride
1122-17-4

dichloromaleic acid anhydride

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

dichloromaleic acid N-m-carboxyphenylimide
65833-19-4

dichloromaleic acid N-m-carboxyphenylimide

Conditions
ConditionsYield
In acetic acid for 1h; Heating;99%
meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

o-trifluoromethyl-phenylisocyanate
2285-12-3

o-trifluoromethyl-phenylisocyanate

3-[3-(2-trifluoromethyl-phenyl)-ureido]-benzoic acid

3-[3-(2-trifluoromethyl-phenyl)-ureido]-benzoic acid

Conditions
ConditionsYield
In tetrahydrofuran Ambient temperature;99%
meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

m-carboxybenzene diazonium nitrate

m-carboxybenzene diazonium nitrate

Conditions
ConditionsYield
With Nitrogen dioxide In 1,4-dioxane at 10 - 40℃;99%
With tributyl phosphate-NO2 In various solvent(s) at 10 - 15℃;95%
With Nitrogen dioxide; N,N-dimethyl-formamide In N,N-dimethyl-formamide for 0.0833333h;93%
With polyethylene glycol - NO2 In various solvent(s)91%
meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

C7H8N2O2*(x)H2O4S

C7H8N2O2*(x)H2O4S

Conditions
ConditionsYield
Stage #1: meta-aminobenzoic acid With sodium nitrite In water at 30℃; Acidic conditions; Flow reactor;
Stage #2: With sodium sulfite In water at 100 - 120℃;
Stage #3: With sulfuric acid In water at 125℃;
98.2%
meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

3-aminobenzenemethanol
1877-77-6

3-aminobenzenemethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride98%
Stage #1: meta-aminobenzoic acid With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Inert atmosphere; Reflux;
Stage #2: With water; sodium hydroxide In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
91%
With lithium aluminium tetrahydride
meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

3-amino-2,4,6-tribromobenzoic acid
6628-84-8

3-amino-2,4,6-tribromobenzoic acid

Conditions
ConditionsYield
With hydrogenchloride; dihydrogen peroxide; sodium bromide In water at 15℃; for 2h;98%
With bromine In tetrachloromethane at 20 - 40℃;97%
With N-Bromosuccinimide In water at 20℃; for 0.166667h;95%
meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

3-Carboxyphenol
99-06-9

3-Carboxyphenol

Conditions
ConditionsYield
Stage #1: meta-aminobenzoic acid With sulfuric acid; sodium nitrite at 5 - 20℃; for 1h;
Stage #2: With water Reflux;
98%
With mixture of gaseous nitrogen oxides; water
maleic anhydride
108-31-6

maleic anhydride

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

3-[[(2Z)-3-carboxy-1-oxo-2-propen-1-yl]amino]benzoic acid
36847-92-4, 42537-54-2

3-[[(2Z)-3-carboxy-1-oxo-2-propen-1-yl]amino]benzoic acid

Conditions
ConditionsYield
In acetic acid for 0.166667h; Heating;98%
In tetrahydrofuran at 25℃; for 1h;92%
at 20℃;92%
meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

benzyl chloroformate
501-53-1

benzyl chloroformate

3-(benzyloxycarbonylamino)benzoic acid
34240-09-0

3-(benzyloxycarbonylamino)benzoic acid

Conditions
ConditionsYield
With pyridine In tetrahydrofuran for 2.5h; Ambient temperature;98%
With sodium hydrogencarbonate In 1,4-dioxane; water-d2 at 20℃; for 7h;87%
With potassium carbonate
meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

p-trifluoromethyl-phenylisocyanate
1548-13-6

p-trifluoromethyl-phenylisocyanate

3-[3-(4-trifluoromethyl-phenyl)-ureido]-benzoic acid
244156-66-9

3-[3-(4-trifluoromethyl-phenyl)-ureido]-benzoic acid

Conditions
ConditionsYield
In tetrahydrofuran Ambient temperature;98%
Stage #1: meta-aminobenzoic acid; p-trifluoromethyl-phenylisocyanate In N,N-dimethyl-formamide at 70℃;
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide at 0 - 20℃; for 1h;
51%
In tetrahydrofuran at 20℃; for 60h;
5-(ethoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione
15568-86-2

5-(ethoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

3-[(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidenemethyl)-amino]-benzoic acid

3-[(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidenemethyl)-amino]-benzoic acid

Conditions
ConditionsYield
In ethanol at 20℃;98%
methanol
67-56-1

methanol

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

3-amino-benzoic acid methyl ester hydrochloride
87360-24-5

3-amino-benzoic acid methyl ester hydrochloride

Conditions
ConditionsYield
With thionyl chloride for 16h;98%
With chloro-trimethyl-silane at 20℃; for 24h;90%
With thionyl chloride for 2h; Heating;
C5H8NOS(1+)*Cl(1-)

C5H8NOS(1+)*Cl(1-)

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

C12H15N2O3S(1+)*Cl(1-)

C12H15N2O3S(1+)*Cl(1-)

Conditions
ConditionsYield
In propan-1-ol at 70℃; for 4h; Temperature; Solvent;98%
2,6-difluorobenzylamine
69385-30-4

2,6-difluorobenzylamine

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

N-2,6-difluorobenzyl-3-aminobenzamide

N-2,6-difluorobenzyl-3-aminobenzamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 15h;98%
formaldehyd
50-00-0

formaldehyd

tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

N-(4-aminobutyl)-N-(2-(tert-butylamino)-2-oxoethyl)-3-iodobenzamide

N-(4-aminobutyl)-N-(2-(tert-butylamino)-2-oxoethyl)-3-iodobenzamide

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

3-amino-N-(2-(tert-butylamino)-2-oxoethyl)-N-(4-(N-(2-(tertbutylamino)-2-oxoethyl)-3-iodobenzamido)butyl)benzamide

3-amino-N-(2-(tert-butylamino)-2-oxoethyl)-N-(4-(N-(2-(tertbutylamino)-2-oxoethyl)-3-iodobenzamido)butyl)benzamide

Conditions
ConditionsYield
In methanol at 85℃; for 2h; Catalytic behavior; Temperature; Solvent; Ugi Condensation; Sealed tube; Microwave irradiation;98%
3'-nitroacetoacetanilide
25233-49-2

3'-nitroacetoacetanilide

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

C17H14N4O6

C17H14N4O6

Conditions
ConditionsYield
Stage #1: meta-aminobenzoic acid With hydrogenchloride; sodium nitrite In water for 1h;
Stage #2: 3'-nitroacetoacetanilide With sodium acetate In methanol; water for 1.5h;
97.2%
3'-nitroacetoacetanilide
25233-49-2

3'-nitroacetoacetanilide

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

C17H14N4O6

C17H14N4O6

Conditions
ConditionsYield
Stage #1: meta-aminobenzoic acid With hydrogenchloride; sodium nitrite In water at 5℃; for 1h; Cooling with ice;
Stage #2: 3'-nitroacetoacetanilide With sodium acetate In methanol; water at 5℃; for 1.5h; Cooling with ice;
97.2%
meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

2,5-hexanedione
110-13-4

2,5-hexanedione

3-(2,5-dimethylpyrrol-1-yl)benzoic acid
26180-28-9

3-(2,5-dimethylpyrrol-1-yl)benzoic acid

Conditions
ConditionsYield
With amberlite IR 120 acidic resin at 20℃; for 0.6h; Paal-Knorr pyrrole synthesis; Neat (no solvent);97%
With zirconyl chloride octahydrate; urea at 20℃; for 0.5h; Paal-Knorr Pyrrole Synthesis; Green chemistry;85%
With acetic acid at 150℃; for 4h; Cooling with ice;61%
meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

3,3'-azoxybis-benzoic acid
587-55-3

3,3'-azoxybis-benzoic acid

Conditions
ConditionsYield
With sodium tungstate; phosphoric acid; dihydrogen peroxide In ethanol at 60 - 65℃;97%
terephthalaldehyde,
623-27-8

terephthalaldehyde,

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

N,N'-terephthalylidenebis(m-aminobenzoic acid)
104752-19-4

N,N'-terephthalylidenebis(m-aminobenzoic acid)

Conditions
ConditionsYield
In benzene at 20℃; for 24h;97%
In methanol for 2.5h;
In acetonitrile Reflux;

99-05-8Relevant articles and documents

Copper nanoparticles (CuNPs) catalyzed chemoselective reduction of nitroarenes in aqueous medium

Chand, Dillip Kumar,Rai, Randhir

, (2021/08/20)

Abstract: A procedure for practical synthesis of CuNPs from CuSO4·5H2O is established, under appropriate reaction conditions, using rice (Oryza sativa) as an economic source of reducing as well as a stabilizing agent. Optical and microscopic techniques are employed for the characterization of the synthesized CuNPs and the sizes of the particles were found to be in the range of 8 ± 2 nm. The nanoparticles are used as a catalyst for chemoselective reduction of aromatic nitro compounds to corresponding amines under ambient conditions and water as a reaction medium. Graphic abstract: CuNPs are synthesized using hydrolysed rice and used as catalyst for chemoselective reduction of nitroarenes to their corresponding amines in water. [Figure not available: see fulltext.]

Cobalt oxide NPs immobilized on environmentally benign biological macromolecule-derived N-doped mesoporous carbon as an efficient catalyst for hydrogenation of nitroarenes

Elhampour, Ali,Nanadegani, Zahra Soleimani,Nemati, Firouzeh,Rangraz, Yalda

, (2020/09/15)

Highly nitrogen-doped mesoporous carbon (N-mC) material incorporated cobalt oxide nanoparticles was synthesized through simple pyrolysis of environmentally friendly chitosan-polyaniline-Co(OAc)2 precursor in one-step. The as-prepared catalyst named CoO&at;N-mC with 14.65 ?wtpercent nitrogen content was characterized by different analysis techniques. The heterogeneous catalyst exhibits outstanding catalytic activity for the reduction of a variety of nitroaromatic compounds in the presence of NaBH4 as a reducing agent in water as a green solvent at 75 ?°C. Utilization of natural biological macromolecules such as chitosan as green and cheap starting material with harmless aniline and earth-abundant cobalt salt, facile synthesis, excellent product yield, short reaction time, high chemoselectivity, sustainable and mild reaction condition, and reusability of catalyst for at least five cycles without any significant decline in the catalytic efficiency are some prominent merits of this new nanocatalyst.

Differences in the selective reduction mechanism of 4-nitroacetophenone catalysed by rutile- And anatase-supported ruthenium catalysts

Gu, Xianmo,Pei, Linjuan,Wang, Jie,Zhang, Jin,Zheng, Zhanfeng,Zhu, Pengqi

, p. 1518 - 1528 (2020/03/26)

Ru/TiO2 catalysts exhibit excellent catalytic performance for selective reduction of 4-nitroacetophenone to 4-aminoacetophenone at normal temperature and atmospheric hydrogen pressure. Moreover, 99.9% selectivity to 4-aminoacetophenone can be obtained over 2.7 wt% Ru/TiO2(anatase) catalyst even in a relatively wide temperature (55-115 °C) and time (1-12 h) range. Its excellent catalytic performance is derived from the activation of H2 on the Ru nanoparticles at atmospheric pressure and the strong interaction of nitro groups with the support surface. Additionally, Ru nanoparticles supported on different crystalline TiO2 phases (anatase and rutile) result in different reaction pathways for 4-nitroacetophenone. Since the Ti-Ti distance on the rutile surface is smaller than that on the anatase surface, the hydroxylamine species adsorbed on the Ti atoms of rutile are more susceptible to the coupling reaction. Therefore, Ru/TiO2(rutile) causes a series of intermediates to accumulate during the conversion process, while Ru/TiO2(anatase) allows the highly selective conversion of 4-nitroacetophenone to 4-aminophenone. In addition, Ru/TiO2(anatase) can achieve chemoselective reduction of nitroaromatics to the corresponding anilines in the presence of -CN, -CHO, and -COOH, especially nitroaromatics containing CC and CC, indicating the excellent applicability.

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