2-Amino-3-chlorobenzoic acid

2-Amino-3-chlorobenzoic acid Basic information
Product Name:2-Amino-3-chlorobenzoic acid
Synonyms:2-AMINO-3-CHLOROBENZOIC ACID;BUTTPARK 24\07-98;3-CHLORO-2-AMINOBENZOIC ACID;TIMTEC-BB SBB003844;2-Amino-3-chloro;2-Amino-3-chlorbenzoesure;3-Chloroanthranilic acid (COOH=1);2-AMINO-3-CHLOROBENZOIC ACID (3-CHLOROANTHRANILIC ACID)
CAS:6388-47-2
MF:C7H6ClNO2
MW:171.58
EINECS:228-996-4
Product Categories:Amines;Aromatics;Miscellaneous Reagents;Phenylacetic acid;Organic acids;FINE Chemical & INTERMEDIATES;benzene derivative;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;bc0001
Mol File:6388-47-2.mol
2-Amino-3-chlorobenzoic acid Structure
2-Amino-3-chlorobenzoic acid Chemical Properties
Melting point 189-191 °C (lit.)
Boiling point 0°C
density 1.476±0.06 g/cm3(Predicted)
Fp 0°C
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility DMSO, Methanaol
form Solid
pka4.57±0.10(Predicted)
color Yellow to brown
Water Solubility Soluble in water.
Sensitive Air & Light Sensitive
CAS DataBase Reference6388-47-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39-36
WGK Germany 1
Hazard Note Irritant
HS Code 29224999
MSDS Information
ProviderLanguage
3-Chloroanthranilic acid English
SigmaAldrich English
ACROS English
2-Amino-3-chlorobenzoic acid Usage And Synthesis
Chemical Propertieswhite to yellow, tan or grey crystalline powder
Uses2-Amino-3-chlorobenzoic acid is used as pharmaceutical intermediates.
Uses2-Amino-3-chlorobenzoic Acid is a plant growth regulator.    
Synthesis Reference(s)The Journal of Organic Chemistry, 17, p. 141, 1952 DOI: 10.1021/jo01135a014
SynthesisThe synthesis of 2-Amino-3-chlorobenzoic acid is as follows:
70 ml of methanol was added to an autoclave, and cooled to -70° C., and 16 g (942 mmol) of a generated ammonia gas was added. 30 g (157 mmol) of 2,3-dichlorobenzoic acid and 0.78 g (7.85 mmol) of copper(I) chloride were added. The autoclave was sealed, and heated in an oil bath at 130° C. and 30 atmospheres for 20 hours. After the completion of the reaction, the autoclave was cooled to room temperature, and the reaction mixture was transferred into a reaction flask. 100 ml of water was added to the reaction solution, and the reaction solution was heated in an oil bath to 100° C. to remove the ammonia and the methanol. Then, the reaction solution was cooled to room temperature, and hydrochloric acid was added to adjust the pH value to 3. The precipitated crystals were filtered and dried to obtain 21.8 g of 2-amino-3-chlorobenzoic acid as white crystals with a yield of 81%.
synthesis of 2-Amino-3-chlorobenzoic acid.png
2-Amino-3-chlorobenzoic acid Preparation Products And Raw materials
Preparation ProductsAcetone-->Isopropyl alcohol-->1-Butanol-->Epichlorohydrin-->Propylene oxide-->Acrylic acid-->2-Methyl-1-propanol-->Allyl chloride-->Isobutyraldehyde-->2-Ethylhexanol-->1-Octanol-->Butyraldehyde-->Mesitylene-->DL-2-Octanol-->2-Phenyl-1-propene-->Ethanone,1-(2-amino-3-chlorophenyl)-
3,5-Dichloroanthranilic acid 2-[4-(TERT-BUTYL)PHENYL]-6,8-DICHLORO-4H-3,1-BENZOXAZIN-4-ONE 6,8-DICHLORO-2-(2-(4-CHLORO-3-NITROPHENYL)VINYL)BENZO[D]1,3-OXAZIN-4-ONE 6,8-DICHLORO-2-[3-(TRIFLUOROMETHYL)PHENYL]-4H-3,1-BENZOXAZIN-4-ONE Ethyl 2-(Chlorosulfonyl)acetate 6,8-DICHLORO-2-(2-THIENYL)-4H-3,1-BENZOXAZIN-4-ONE 6,8-DICHLORO-2-(3-METHYLBUT-1-ENYL)BENZO[D]1,3-OXAZIN-4-ONE POLYURETHANE FMOC-5-AMINO-2-CHLOROBENZOIC ACID ALTRENOGEST 2-ACETOXY-4-AMINO-5-CHLOROBENZOIC ACID BOC-2-AMINO-6-CHLOROBENZOIC ACID,N-BOC-2-AMINO-6-CHLOROBENZOIC ACID 2-([[4-(ACETYLAMINO)PHENYL]SULFONYL]AMINO)-4-CHLOROBENZOIC ACID 2-AMINO-5-CHLOROBENZOIC ACID [CARBOXYL-14C] 3,5-DICHLOROISATOIC ANHYDRIDE AMINO ACIDS 3-([(BUTYLAMINO)CARBONYL]AMINO)-4-CHLOROBENZOIC ACID BUTTPARK 24\07-95

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