Welcome to LookChem.com Sign In|Join Free

CAS

  • or
2,6-Dichlorobenzoic acid, a di-halogenated benzoic acid derivative, is a white to off-white crystalline powder that exists in the form of needles when obtained from ethanol. It is characterized by the presence of two chloro groups at positions 2 and 6 respectively on the benzene ring.

50-30-6 Suppliers

Post Buying Request

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier
  • 50-30-6 Structure
  • Basic information

    1. Product Name: 2,6-Dichlorobenzoic acid
    2. Synonyms: 2,6-DICHLOROBENZOIC ACID;TIMTEC-BB SBB007694;RARECHEM AL BO 0023;2,6-dichlorobenzoic;2,6-dichloro-benzoicaci;Benzoicacid,2,6-dichloro-;TEPP PESTANAL (TETRAETHYL PYRO- PHOSPHAT;2,6-Dichlorobenzoicacid,98%
    3. CAS NO:50-30-6
    4. Molecular Formula: C7H4Cl2O2
    5. Molecular Weight: 191.01
    6. EINECS: 200-025-9
    7. Product Categories: FINE Chemical & INTERMEDIATES;C7;Carbonyl Compounds;Carboxylic Acids;Alpha sort;D;DAlphabetic;DIA - DIC;Pesticides&Metabolites;intermediate
    8. Mol File: 50-30-6.mol
  • Chemical Properties

    1. Melting Point: 139-142 °C(lit.)
    2. Boiling Point: 273.68°C (rough estimate)
    3. Flash Point: 134.5 ºC
    4. Appearance: White to beige/Fine Crystalline Powder
    5. Density: 1.4410 (rough estimate)
    6. Vapor Pressure: 0.000557mmHg at 25°C
    7. Refractive Index: 1.4590 (estimate)
    8. Storage Temp.: Store below +30°C.
    9. Solubility: 14g/l
    10. PKA: 1.69±0.10(Predicted)
    11. Water Solubility: 0.1-1 g/100 mL at 19 ºC
    12. Stability: Stable. Incompatible with strong oxidizing agents.
    13. BRN: 973858
    14. CAS DataBase Reference: 2,6-Dichlorobenzoic acid(CAS DataBase Reference)
    15. NIST Chemistry Reference: 2,6-Dichlorobenzoic acid(50-30-6)
    16. EPA Substance Registry System: 2,6-Dichlorobenzoic acid(50-30-6)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-36-24/25-37/39
    4. WGK Germany: 3
    5. RTECS: DG7000000
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 50-30-6(Hazardous Substances Data)

50-30-6 Usage

Uses

Used in Pharmaceutical Industry:
2,6-Dichlorobenzoic acid is used as a key intermediate in the synthesis of Lux-S enzyme inhibitors, which play a significant role in the development of novel antibiotics targeting bacterial quorum sensing systems. These inhibitors can potentially disrupt bacterial communication and coordination, leading to the attenuation of virulence and biofilm formation.
Used in Chemical Synthesis:
As a di-halogenated benzoic acid derivative, 2,6-dichlorobenzoic acid can be utilized in various chemical synthesis processes, particularly in the production of other organic compounds and pharmaceuticals. Its unique structural features make it a valuable building block for the creation of complex molecules with diverse applications.

Air & Water Reactions

Slightly soluble in water.

Reactivity Profile

2,6-Dichlorobenzoic acid is a halogenated carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in 2,6-Dichlorobenzoic acid to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.

Fire Hazard

Flash point data for 2,6-Dichlorobenzoic acid are not available; however, 2,6-Dichlorobenzoic acid is probably combustible.

Purification Methods

Crystallise the acid from EtOH and sublime it in vacuo.[Beilstein 9 IV 1005.] Aromatic acid impurities (to <0.05%) can be removed via the (±)--methylbenzylamine salt as described for 2,4-dichlorobenzoic acid [Ley & Yates Organic Process Research & Development 12 120 2008.]

Check Digit Verification of cas no

The CAS Registry Mumber 50-30-6 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 0 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 50-30:
(4*5)+(3*0)+(2*3)+(1*0)=26
26 % 10 = 6
So 50-30-6 is a valid CAS Registry Number.
InChI:InChI=1/C7H4Cl2O2/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3H,(H,10,11)/p-1

50-30-6 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A10542)  2,6-Dichlorobenzoic acid, 98%   

  • 50-30-6

  • 5g

  • 251.0CNY

  • Detail
  • Alfa Aesar

  • (A10542)  2,6-Dichlorobenzoic acid, 98%   

  • 50-30-6

  • 25g

  • 669.0CNY

  • Detail
  • Alfa Aesar

  • (A10542)  2,6-Dichlorobenzoic acid, 98%   

  • 50-30-6

  • 100g

  • 2135.0CNY

  • Detail
  • Sigma-Aldrich

  • (36706)  2,6-Dichlorobenzoicacid  PESTANAL®, analytical standard

  • 50-30-6

  • 36706-1G

  • 329.94CNY

  • Detail

50-30-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,6-dichlorobenzoic acid

1.2 Other means of identification

Product number -
Other names EINECS 200-025-9

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Metabolite
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:50-30-6 SDS

50-30-6Synthetic route

2,6-Dichlorobenzoyl chloride
4659-45-4

2,6-Dichlorobenzoyl chloride

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With water; triethylamine In acetone at 20℃; for 18h;99%
With NaH; acetic acid In dichloromethane; water; N,N-dimethyl-formamide
With NaH; acetic acid In dichloromethane; water; N,N-dimethyl-formamide
2,6-dichlorobenzyl alcohol
15258-73-8

2,6-dichlorobenzyl alcohol

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
Stage #1: 2,6-dichlorobenzyl alcohol With sodium t-butanolate In tetrahydrofuran at 25℃; for 1h; Schlenk technique;
Stage #2: With hydrogenchloride In water Reagent/catalyst;
99%
With tert.-butylhydroperoxide; sodium chloride; sodium hydroxide In water at 70℃; Sealed tube; Green chemistry;85%
With tert.-butylhydroperoxide; water; iodine; sodium hydroxide at 70℃; pH=10; Green chemistry;83%
carbon dioxide
124-38-9

carbon dioxide

1,3-Dichlorobenzene
541-73-1

1,3-Dichlorobenzene

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
Stage #1: carbon dioxide With AuOH(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene); potassium hydroxide In tetrahydrofuran at 20℃; under 1125.11 Torr; for 0.25h;
Stage #2: 1,3-Dichlorobenzene In tetrahydrofuran at 20℃; under 1125.11 Torr; for 12h;
Stage #3: With hydrogenchloride In tetrahydrofuran; water regioselective reaction;
96%
With n-butyllithium In tetrahydrofuran; hexane for 0.75h; cooling;95%
Stage #1: 1,3-Dichlorobenzene With n-butyllithium In tetrahydrofuran at -75℃; for 2h;
Stage #2: carbon dioxide In tetrahydrofuran
95%
Stage #1: 1,3-Dichlorobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.75h; Inert atmosphere;
Stage #2: carbon dioxide In tetrahydrofuran; hexane at -78℃; for 0.166667h; Inert atmosphere;
437 mg
2,6-dichlorotoluene
118-69-4

2,6-dichlorotoluene

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
95%
With potassium permanganate; water
With nitric acid at 140℃; im Druckrohr;
2,6-dichloro-benzonitrile
1194-65-6

2,6-dichloro-benzonitrile

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium hydrogen sulfate; water at 60 - 65℃; for 2.5h; Green chemistry;95%
With pro-nitro010; water Reagent/catalyst; Enzymatic reaction;
N'-(2,6-dichlorobenzylidene)-4-methylbenzene-1-sulfonohydrazide
37532-04-0

N'-(2,6-dichlorobenzylidene)-4-methylbenzene-1-sulfonohydrazide

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With poly(diselanediyl-1,2-phenylene); dihydrogen peroxide In tetrahydrofuran for 144h; Heating;94%
2,6-dichlorobenzaldehyde
83-38-5

2,6-dichlorobenzaldehyde

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With dihydrogen peroxide for 0.0333333h; Microwave irradiation;92%
With tert.-butylhydroperoxide; water; iodine; sodium hydroxide at 70℃; pH=10; Green chemistry;92%
With air; octadecafluorodecahydronaphthalene (cis+trans); isobutyraldehyde; [Co{TPP(C8F17)4}] In acetonitrile under 760 Torr; for 16h;91%
2,6-dichlorobenzaldoxime
25185-95-9

2,6-dichlorobenzaldoxime

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With poly(diselanediyl-1,2-phenylene); dihydrogen peroxide In tetrahydrofuran for 240h; Heating;92%
2,6-dichlorobenzaldehyde
83-38-5

2,6-dichlorobenzaldehyde

A

2,6-Dichlorophenol
87-65-0

2,6-Dichlorophenol

B

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With selenium(IV) oxide; dihydrogen peroxide In tetrahydrofuran for 52h; Heating;A 4 % Chromat.
B 86%
(1E)-2,6-dichlorobenzaldehyde oxime
6575-28-6

(1E)-2,6-dichlorobenzaldehyde oxime

acetonitrile
75-05-8

acetonitrile

A

2,6-dichloro-benzonitrile
1194-65-6

2,6-dichloro-benzonitrile

B

3-(2,6-dichlorophenyl)-5-methyl-1,2,4-oxadiazole
55151-92-3

3-(2,6-dichlorophenyl)-5-methyl-1,2,4-oxadiazole

C

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate at 70℃; for 1h; Yields of byproduct given;A n/a
B 30%
C 11%
2-chloro-6-aminobenzoic acid
2148-56-3

2-chloro-6-aminobenzoic acid

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
Diazotization.Einw. von CuCl und HCl auf das Diazotierungsprodukt;
2,6-Dichlorobenzyl bromide
20443-98-5

2,6-Dichlorobenzyl bromide

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With sodium hydroxide; potassium permanganate
With ethanol; potassium acetate Erwaermen des Reaktionsprodukts mit wss. Natronlauge und Behandeln des Reaktionsgemisches mit Kaliumpermanganat;
With sodium periodate; 2>(6-); sulfuric acid 1) aq. KOH, rt, 4 h; Yield given. Multistep reaction;
1,1-dichloro-t-2-<((E)-2'-(2,6-dichlorophenyl)-ethen-1'-yl)>-r-3-phenylcyclopropane
90281-00-8, 90364-83-3

1,1-dichloro-t-2-<((E)-2'-(2,6-dichlorophenyl)-ethen-1'-yl)>-r-3-phenylcyclopropane

A

1,1-dichloro-t-3-phenylcyclopropane-r-2-carboxylic acid
34266-21-2

1,1-dichloro-t-3-phenylcyclopropane-r-2-carboxylic acid

B

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With formic acid; dihydrogen peroxide; oxygen; ozone 1.) CHCl3, 30 min, -10 deg C; 2.) water, 30 min; 3.) reflux, 1 h; Yield given. Multistep reaction. Yields of byproduct given;
carbon dioxide
124-38-9

carbon dioxide

1,2,3-trichlorobenzene
87-61-6

1,2,3-trichlorobenzene

A

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

B

3-chlorobenzoate
535-80-8

3-chlorobenzoate

C

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

D

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With tetrabutylammomium bromide In N,N-dimethyl-formamide at 5℃; electrolysis (I=0.4 A); Yield given. Further byproducts given. Yields of byproduct given;
2,6-Dichloro-benzoic acid 2-methyl-2-nitro-propyl ester

2,6-Dichloro-benzoic acid 2-methyl-2-nitro-propyl ester

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol for 12h; Heating; Yield given;
2,6-dichlorotoluene
118-69-4

2,6-dichlorotoluene

bromine
7726-95-6

bromine

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
at 170℃; Eintragen von KMnO4 in das mit wss. NaOH versetzte Reaktionsgemisch bei Siedetemperatur;
2,6-dichlorotoluene
118-69-4

2,6-dichlorotoluene

nitric acid
7697-37-2

nitric acid

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
im Rohr;
aluminium trichloride
7446-70-0

aluminium trichloride

ethyl 2,6-dichlorobenzoate
81055-73-4

ethyl 2,6-dichlorobenzoate

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
at 120 - 130℃;
carbon dioxide
124-38-9

carbon dioxide

1,2,3-trichlorobenzene
87-61-6

1,2,3-trichlorobenzene

A

2,3,4-trichlorobenzoic acid
50-75-9

2,3,4-trichlorobenzoic acid

B

2,3-dichlorbenzoic acid
50-45-3

2,3-dichlorbenzoic acid

C

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
Stage #1: 1,2,3-trichlorobenzene With sec.-butyllithium In tetrahydrofuran; cyclohexane at -75℃; for 0.75h;
Stage #2: carbon dioxide In tetrahydrofuran; cyclohexane Title compound not separated from byproducts;
A 13 % Chromat.
B 5.7 % Chromat.
C 67 % Chromat.
2-(2,6-Dichloro-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole

2-(2,6-Dichloro-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Oxone, NaHCO3, 1,1,1-trifluoroacetone / acetonitrile; H2O / Ambient temperature; Na2*EDTA, pH 7-7.5
2: 5percent NaOH / methanol / 12 h / Heating
View Scheme
N-(3-chloro-2-methylphenyl)acetamide
7463-35-6

N-(3-chloro-2-methylphenyl)acetamide

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium permanganate; magnesium sulfate
2: concentrated hydrochloric acid / Zers. des entstandenen Hydrochlorids mit Natriumdicarbonat
3: Diazotization.Einw. von CuCl und HCl auf das Diazotierungsprodukt
View Scheme
2-(acetylamino)-6-chlorobenzoic acid
19407-42-2

2-(acetylamino)-6-chlorobenzoic acid

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: concentrated hydrochloric acid / Zers. des entstandenen Hydrochlorids mit Natriumdicarbonat
2: Diazotization.Einw. von CuCl und HCl auf das Diazotierungsprodukt
View Scheme
2-methylchlorobenzene
95-49-8

2-methylchlorobenzene

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: iron / durch Chlorierung
2: bei der Oxydation
View Scheme
3-nitro-o-tolylamine
603-83-8

3-nitro-o-tolylamine

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Austausch der Aminogruppe gegen Chlor, Reduktion und Ersatz der neuentstandenen Aminogruppe durch Chlor
2: bei der Oxydation
View Scheme
toluene
108-88-3

toluene

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: MoCl5 / durch Chlorierung
2: bei der Oxydation
View Scheme
C7H3Cl2O2(1-)*C25H30N3(1+)

C7H3Cl2O2(1-)*C25H30N3(1+)

A

crystal violet carbinol base
467-63-0

crystal violet carbinol base

B

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With water In chlorobenzene at 28℃; Equilibrium constant;
C22H18Cl2O4

C22H18Cl2O4

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
In ethanol; dichloromethane at 25℃; Kinetics;
2,6-dichlorobenzyl alcohol
15258-73-8

2,6-dichlorobenzyl alcohol

A

2,6-dichlorobenzaldehyde
83-38-5

2,6-dichlorobenzaldehyde

B

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With dihydrogen peroxide at 70℃; Catalytic behavior; Reagent/catalyst; Temperature;
C13H20Cl2OSi

C13H20Cl2OSi

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetra-N-butylammonium tribromide / acetonitrile / 15 h / 20 °C / Irradiation
2: tetra-N-butylammonium tribromide / acetonitrile / 24 h / 20 °C / Irradiation
View Scheme
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

2,6-dichlorobenzoic acid methyl ester
14920-87-7

2,6-dichlorobenzoic acid methyl ester

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene for 24h; Heating;99%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 160℃; under 15001.2 Torr; for 0.4h; microwave irradiation;98%
With 1,8-diazabicyclo[5.4.0]undec-7-ene for 48h; Heating / reflux;86%
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride
68641-49-6

bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

C13H11Cl2N2O7P
77331-22-7

C13H11Cl2N2O7P

Conditions
ConditionsYield
With 1-ethyl-piperidine In dichloromethane at 15℃; for 1.5h;98%
2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

<2,6-2H2>benzoic acid
57193-24-5

<2,6-2H2>benzoic acid

Conditions
ConditionsYield
With deuterated hypophosphorous acid; palladium 10% on activated carbon; sodium carbonate In water-d2 at 50℃; regioselective reaction;98%
2-chloropyridine-3,4-diamine
39217-08-8

2-chloropyridine-3,4-diamine

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

2-(2,6-dichlorophenyl)-1H-imidazo[4,5-c]pyridin-4-ol
1334411-80-1

2-(2,6-dichlorophenyl)-1H-imidazo[4,5-c]pyridin-4-ol

Conditions
ConditionsYield
Stage #1: 2-chloropyridine-3,4-diamine; 2,6-dichlorobenzoic acid at 190℃; for 3h;
Stage #2: With sodium carbonate In water at 20℃; Cooling with ice;
97%
With polyphosphoric acid at 190℃; for 3h;97%
C17H28N2O
611239-90-8

C17H28N2O

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

A

1,3-diisopropylurea
4128-37-4

1,3-diisopropylurea

B

4-phenylbutan-2-yl 2,6-dichlorobenzoate
1160842-96-5

4-phenylbutan-2-yl 2,6-dichlorobenzoate

Conditions
ConditionsYield
In acetonitrile at 130℃; for 0.0833333h; Microwave irradiation;A n/a
B 96%
2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

2,6-dichloro-3-nitrobenzoic acid
55775-97-8

2,6-dichloro-3-nitrobenzoic acid

Conditions
ConditionsYield
With sulfuric acid; nitric acid for 1h; Heating;95%
With sulfuric acid; nitric acid at 30℃; Temperature; Inert atmosphere;95.2%
With sulfuric acid; nitric acid at 70℃; for 5h;95%
C17H28N2O
1160843-02-6

C17H28N2O

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

A

1,3-diisopropylurea
4128-37-4

1,3-diisopropylurea

B

(R)-4-phenylbutan-2-yl 2,6-dichlorobenzoate
1160843-05-9

(R)-4-phenylbutan-2-yl 2,6-dichlorobenzoate

Conditions
ConditionsYield
In acetonitrile at 130℃; for 0.0833333h; Microwave irradiation; optical yield given as %ee;A n/a
B 95%
Triethyl orthoacetate
78-39-7

Triethyl orthoacetate

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

ethyl 2,6-dichlorobenzoate
81055-73-4

ethyl 2,6-dichlorobenzoate

Conditions
ConditionsYield
In various solvent(s) at 80℃; for 2h;94%
thiophenol
108-98-5

thiophenol

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

phenyl 2,6-dichlorothiolbenzoate
68504-48-3

phenyl 2,6-dichlorothiolbenzoate

Conditions
ConditionsYield
With pyridine; O-phenyl phosphorodichloridate In dichloromethane for 24h; Ambient temperature;92%
With PPE for 15h; Ambient temperature;83%
methyl iodide
74-88-4

methyl iodide

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

2,6-dichloro-3-methylbenzoic acid

2,6-dichloro-3-methylbenzoic acid

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In tetrahydrofuran 1.) -90 deg C, 30 min, 2.) -78 deg C;92%
2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

2,6-dichlorobenzoic anhydride
16442-10-7

2,6-dichlorobenzoic anhydride

Conditions
ConditionsYield
With 1-ethyl-piperidine; N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride In acetonitrile at 20℃; for 4h;91%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

C13H14Cl2O4
81055-78-9

C13H14Cl2O4

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; for 16h;91%
(S)-benzyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate
26049-94-5

(S)-benzyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

2,6-Dichloro-benzoic acid (S)-3-benzyloxycarbonylamino-2-oxo-4-phenyl-butyl ester

2,6-Dichloro-benzoic acid (S)-3-benzyloxycarbonylamino-2-oxo-4-phenyl-butyl ester

Conditions
ConditionsYield
Multistep reaction;90%
C15H32N2O
113984-36-4

C15H32N2O

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

A

1,3-diisopropylurea
4128-37-4

1,3-diisopropylurea

B

octan-2-yl-2,6-dichlorobenzoate
1160843-00-4

octan-2-yl-2,6-dichlorobenzoate

Conditions
ConditionsYield
In acetonitrile at 130℃; for 0.0833333h; Microwave irradiation;A n/a
B 90%
(S)-cis-Verbenol
18881-04-4

(S)-cis-Verbenol

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

(+)-(1S)-<(1α,2β,5α)-4,6,6-trimethylbicyclo<3.1.1>hept-3-en-2-yl> 2,6-dichlorobenzoate
144681-51-6

(+)-(1S)-<(1α,2β,5α)-4,6,6-trimethylbicyclo<3.1.1>hept-3-en-2-yl> 2,6-dichlorobenzoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In diethyl ether; acetonitrile for 0.5h; Ambient temperature;89%
5-methyl-2-thiazol-2-amine
7305-71-7

5-methyl-2-thiazol-2-amine

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

6-chloro-2-methyl-5H-[1,3]-thiazolo[2,3-b]quinazolin-5-one

6-chloro-2-methyl-5H-[1,3]-thiazolo[2,3-b]quinazolin-5-one

Conditions
ConditionsYield
With copper; potassium carbonate In N,N-dimethyl-formamide at 25℃; for 0.25h; sonication;88%
With copper Ullmann condensation; Sonication;
2-methylpropan-2-thiol
75-66-1

2-methylpropan-2-thiol

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

t-butyl 2,6-dichlorothiolbenzoate
68504-44-9

t-butyl 2,6-dichlorothiolbenzoate

Conditions
ConditionsYield
With PPE at 45℃; for 15h;85%
2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

5-(piperazin-1-yl)benzofuran-2-carboxylic acid ethyl ester

5-(piperazin-1-yl)benzofuran-2-carboxylic acid ethyl ester

ethyl 5-[4-(2,6-dichlorobenzoyl)piperazin-1-yl]benzofuran-2-carboxylate

ethyl 5-[4-(2,6-dichlorobenzoyl)piperazin-1-yl]benzofuran-2-carboxylate

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In dichloromethane85%
N-Methylnicotinamide
114-33-0

N-Methylnicotinamide

copper(II) acetate monohydrate
6046-93-1

copper(II) acetate monohydrate

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

C28H24Cl4CuN4O7*2H2O

C28H24Cl4CuN4O7*2H2O

Conditions
ConditionsYield
In acetonitrile for 24h;85%
acetone
67-64-1

acetone

2,6-dichlorobenzoic acid
50-30-6

2,6-dichlorobenzoic acid

2-oxopropyl 2,6-dichlorobenzoate

2-oxopropyl 2,6-dichlorobenzoate

Conditions
ConditionsYield
With sodium chlorite; potassium iodide at 100℃; for 24h; Schlenk technique;85%

50-30-6Relevant articles and documents

A tunable synthesis of either benzaldehyde or benzoic acid through blue-violet LED irradiation using TBATB

Mardani, Atefeh,Heshami, Marouf,Shariati, Yadollah,Kazemi, Foad,Abdollahi Kakroudi, Mazaher,Kaboudin, Babak

, (2019/11/29)

In this paper, a highly efficient, metal-free, and homogeneous method for the selective aerobic photooxidation of alcohols and photooxidative-desilylation of tert-butyldimethylsilyl ethers (TBDMS) in the presence of tetrabutylammonium tribromide (TBATB) under irradiation of visible light was reported. The light source: blue (460 nm) and violet (400 nm) LED, can control selective oxidation to aldehyde or carboxylic acid.

Table salt as a catalyst for the oxidation of aromatic alcohols and amines to acids and imines in aqueous medium: Effectively carrying out oxidation reactions in sea water

Hazra, Susanta,Kushawaha, Ajay Kishor,Yadav, Deepak,Dolui, Pritam,Deb, Mayukh,Elias, Anil J.

supporting information, p. 1929 - 1934 (2019/04/29)

A simple, efficient, sustainable and economical method for the oxidation of alcohols and amines has been developed based on chloride, a sea abundant anionic catalyst for the practical synthesis of a wide range of carboxylic acids, ketones and imines. Oxidation of aromatic alcohols was carried out using NaCl (20 mol%) as the catalyst, NaOH (50 mol%) and aq. TBHP (4 equiv.) as the oxidant in 55-92% isolated yields. Oxidation of aromatic amines to imines was achieved by using only 20 mol% of NaCl and aq. TBHP (4 equiv.) in 32-93% isolated yields. The chlorine species formed during the reaction as the active oxidation catalyst has been identified as ClO2- for alcohols and ClO-/ClO2- for amines by control experiments. This method is mostly free from chromatographic purification, which makes it suitable for large-scale synthesis. We have scaled up to 30 gram scale the synthesis of carboxylic acids and imines in good yields and have also carried out efficiently this new method using filtered sea water as the solvent and catalyst.

Synthesis and Characterization of Acridinium Dyes for Photoredox Catalysis

White, Alexander R.,Wang, Leifeng,Nicewicz, David A.

supporting information, p. 827 - 832 (2019/04/25)

Photoredox catalysis is a rapidly evolving platform for synthetic methods development. The prominent use of acridinium salts as a sustainable option for photoredox catalysts has driven the development of more robust and synthetically useful versions based on this scaffold. However, more complicated syntheses, increased cost, and limited commercial availability have hindered the adoption of these catalysts by the greater synthetic community. By utilizing the direct conversion of a xanthylium salt into the corresponding acridinium as the key transformation, we present an efficient and scalable preparation of the most synthetically useful acridinium reported to date. This divergent strategy also enabled the preparation of a suite of novel acridinium dyes, allowing for a systematic investigation of substitution effects on their photophysical properties.

Iodine catalyzed oxidation of alcohols and aldehydes to carboxylic acids in water: A metal-free route to the synthesis of furandicarboxylic acid and terephthalic acid

Hazra, Susanta,Deb, Mayukh,Elias, Anil J.

supporting information, p. 5548 - 5552 (2017/12/06)

A metal-free iodine/NaOH-catalyzed oxidation of alcohols and aldehydes has been developed for the practical synthesis of a wide range of carboxylic acids using water as the solvent. This transformation involves dehydrogenation of an alcohol, followed by a fast attack of water on an aldehyde. This method is mostly free from chromatographic purification, which makes it suitable for large-scale synthesis. The iodine species formed during the reaction as the active oxidation catalyst has been deduced as IO2- by control experiments. We also demonstrate a 10 gram scale synthesis of furandicarboxylic acid (FDCA) from HMF in good yield using our method.

Ultrasmall Platinum Nanoparticles Supported Inside the Nanospaces of Periodic Mesoporous Organosilica with an Imidazolium Network: An Efficient Catalyst for the Aerobic Oxidation of Unactivated Alcohols in Water

Karimi, Babak,Naderi, Zahra,Khorasani, Mojtaba,Mirzaei, Hamid M.,Vali, Hojatollah

, p. 906 - 910 (2016/03/15)

The imidazolium group inside the wall of a periodic mesoporous organosilica provides an excellent environment for the stabilization of ultrasmall Pt nanoparticles ((NP)@PMO-IL) with significant activity and recyclability in the selective aerobic oxidation of various alcohols in water at ambient pressure of oxygen. In particular, the catalyst exhibited high activity in the oxidation of unactivated primary alcohols and sterically encumbered secondary aliphatic alcohols, which remain challenging substrates for many catalytic aerobic protocols.

A high-throughput screening method for determining the substrate scope of nitrilases

Black, Gary W.,Brown, Nicola L.,Perry, Justin J. B.,Randall, P. David,Turnbull, Graeme,Zhang, Meng

supporting information, p. 2660 - 2662 (2015/03/05)

Nitrile compounds are intermediates in the synthesis of pharmaceuticals such as atorvastatin. We have developed a chromogenic reagent to screen for nitrilase activity as an alternative to Nessler's reagent. It produces a semi-quantifiable blue colour and hydrolysis of 38 nitrile substrates by 23 nitrilases as cell-free extracts has been shown. This journal is

Au/mesoporous-TiO2 as catalyst for the oxidation of alcohols to carboxylic acids with molecular oxygen in water

Zhou, Lipeng,Chen, Minzhu,Wang, Youqiang,Su, Yunlai,Yang, Xiaomei,Chen, Chen,Xu, Jie

, p. 347 - 354 (2014/03/21)

Mesoporous TiO2 (meso-TiO2) with sharp pore size distribution was synthesized by hydrothermal method. The obtained meso-TiO 2 is in pure anatase phase and presents spheric aggregates with diameter of 1.0-1.5 μm, which consists of nanoparticles with size of 6-10 nm. Au supported on meso-TiO2 (Au/meso-TiO2) was prepared by urea deposition-precipitation method using HAuCl4 as gold source. The catalyst was characterized by X-ray diffraction, N2 adsorption, transmission electron microscopy and UV-vis diffuse reflectance spectroscopy. The catalytic performance of Au/meso-TiO2 was studied in the oxidation of 1-pentanol to n-valeric acid with molecular oxygen as oxidant in water under basic conditions. It was found that meso-TiO2 is a better support for gold catalyst in the oxidation of 1-pentanol than NaY zeolite, hydrotalcite, and nano-TiO2. Deposition-precipitation time, calcination temperature and Au loading affected the catalytic performance of Au/meso-TiO2. The catalyst can also effectively catalyze the oxidation of aliphatic (C3-C10) and aromatic alcohols to the corresponding carboxylic acids.

Catalytic bio-chemo and bio-bio tandem oxidation reactions for amide and carboxylic acid synthesis

Bechi, Beatrice,Herter, Susanne,McKenna, Shane,Riley, Christopher,Leimkühler, Silke,Turner, Nicholas J.,Carnell, Andrew J.

supporting information, p. 4524 - 4529 (2014/12/11)

A catalytic toolbox for three different water-based one-pot cascades to convert aryl alcohols to amides and acids and cyclic amines to lactams, involving combination of oxidative enzymes (monoamine oxidase, xanthine dehydrogenase, galactose oxidase and laccase) and chemical oxidants (TBHP or CuI(cat)/H2O2) at mild temperatures, is presented. Mutually compatible conditions were found to afford products in good to excellent yields. This journal is

Nanoparticle-supported and magnetically recoverable organic-inorganic hybrid copper(ii) nanocatalyst: A selective and sustainable oxidation protocol with a high turnover number

Rathore, Puran Singh,Patidar, Rajesh,Thakore, Sonal

, p. 41111 - 41121 (2014/12/10)

A magnetically recoverable copper-based nanocatalyst was prepared from inexpensive starting materials. With a particle size between 20 to 30 nm, it was shown to catalyze the oxidation of benzylic alcohols. The catalyst exhibited a high turnover number (TON) and excellent selectivity. The catalyst was characterized by several techniques, such as XRD, HR-TEM, SAED, EDS, FT-IR, VSM, and BET surface area. Factors affecting the reaction parameters, such as the substrate to oxidant molar ratio, weight of the catalyst, reaction time, etc., were investigated in detail. The reusability of the catalyst was examined by conducting repeat experiments with the same catalyst; it was observed that the catalyst displayed no significant changes in its activity even after seven cycles for the aerobic, as well as for the peroxide, oxidation of benzyl alcohol. Furthermore, the heterogeneous nature, easy recovery, and reusability, makes the present protocol highly beneficial for addressing environmental concerns and industrial requirements. This journal is

An efficient one pot method for synthesis of carboxylic acids from nitriles using recyclable ionic liquid [bmim]HSO4 Dedicated to my mentor Professor (Mrs.) Krishna Misra on her 76th birthday

Kumar, Satyanand,Dixit, Sandeep Kumar,Awasthi, Satish Kumar

supporting information, p. 3802 - 3804 (2014/07/07)

Environmentally benign ionic liquid [bmim]HSO4 was found suitable for conversion of nitriles into carboxylic acids under mild conditions with excellent purity.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 50-30-6