20776-67-4

Basic information

• Product Name: 2-Amino-5-chloro-3-methylbenzoic acid
• Synonyms: 2-aMino-3-Methyl-5-chlorobenzoic acid;2-aMino-3-Methyl-5-chlorobenzoic acid (2-aMino-5-chloro-3-Methylbenzoate);2-AMino-5-chloro-3-Methylbenzoic acid, 95+%;3-METHYL-5-CHLORO-ANTHRANILIC ACID;2-AMINO-5-CHLORO-3-METHYLBENZOIC ACID;BENZOIC ACID, 2-AMINO-5-CHLORO-3-METHYL-
• CAS NO: 20776-67-4
• Molecular Formula: C₈H₈ClNO₂
• Molecular Weight: 185.61
• EINECS: 1312995-182-4
• Product Categories: Aromatic Amino Acids;Peptide Synthesis;Unnatural Amino Acid Derivatives
• Mol File: 20776-67-4.mol
• Article Data: 30

Chemical Properties

• Melting Point: 239-243 °C(lit.)
• Boiling Point: 348.357 °C at 760 mmHg
• Flash Point: 164.481 °C
• Appearance: /
• Density: 1.401 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.63
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: very slightly in Methanol
• PKA: 4?+-.0.10(Predicted)
• CAS DataBase Reference: 2-Amino-5-chloro-3-methylbenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-5-chloro-3-methylbenzoic acid(20776-67-4)
• EPA Substance Registry System: 2-Amino-5-chloro-3-methylbenzoic acid(20776-67-4)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37
• WGK Germany: 3
• Hazardous Substances Data: 20776-67-4(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow crystalline powder

InChI:InChI=1/C8H8ClNO2/c1-4-2-5(9)3-6(7(4)10)8(11)12/h2-3H,10H2,1H3,(H,11,12)

Upstream product

• 67-56-1 methanol 
• 14389-06-1 5-chloro-7-methyl-1H-indole-2,3-dione 
• 4389-45-1 3-methylantranilic acid 
• 120374-68-7 6-chloro-8-methyl-1H-benzo[d][1,3]oxazine-2,4-dione 
• 74-89-5 methylamine 
• 95-53-4 o-toluidine 
• 1132-03-2 2-(hydroxyimino)-N-(2-methylphenyl)acetamide 
• 1127-59-9 7-methyl-1H-indole-2,3-dione 
• 65-85-0 benzoic acid 
• 51-36-5 3,5-dichlorobenzoic acid 
• 56961-33-2 3-Chloro-5-Methylbenzoic Acid 
• 108-88-3 toluene 
• 30273-00-8 2-methyl-4,6-dichloroaniline 
• 939990-03-1 2-amino-5-chloro-3-methylbenzonitrile 

Downstream Products

• 775331-65-2 (2-amino-5-chloro-3-methylphenyl)methanol 
• 79101-83-0 2-amino-3-methyl-5-chlorobenzoic acid methyl ester 
• 904733-67-1 6-chloro-2-[1-(2-chlorophenyl)-3-trifluoromethyl-1H-pyrazol-5-yl]-8-methyl-4H-3,1-benzoxazin-4-one 
• 943438-04-8 5-chloro-3-methyl-2-sulfinylaminobenzoyl chloride 
• 934405-78-4 6-chloro-2-[3-(2-chlorophenyl)-1-methyl-1H-pyrazol-4-yl]-8-methyl-4H-3,1-benzoxazine-4-one 
• 1006619-83-5 3-methyl-2-amino-5-chlorophenylbenzamide 
• 1006619-87-9 2-amino-5-chloro-N-isopropyl-3-methylbenzamide 
• 1006619-90-4 2-amino-5-chloro-N-cyclopropyl-3-methylbenzamide 
• 1006619-88-0 2-amino-N-tert-butyl-5-chloro-3-methylbenzamide 
• 890707-28-5 2-amino-3-methyl-5-chlorobenzoyl-N-methylamine 
• 1107639-63-3 2-amino-5-chloro-N-methoxy-3-methylbenzamide 
• 1257070-56-6 2-amino-N-benzyl-5-chloro-3-methylbenzamide 
• 1257069-31-0 ethyl 5-((4-chloro-2-methyl-6-[methylcabamoyl]phenyl)carbamoyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-3-carboxylate 
• 1257069-33-2 C₂₃H₂₃Cl₂N₅O₄ 

Relevant articles and documents

A PROCESS FOR THE SYNTHESIS OF ANTHRANILIC ACID/AMIDE COMPOUNDS AND INTERMEDIATES THEREOF

The present invention discloses a process for the synthesis of compound of formula (VII) or a salt thereof, wherein, R, R1, R2, R3, R4a and R4b are as defined in the detailed description. The process further comprises the synthesis of an anthranilic diamide compound of formula (I).

Preparation method of 2-amino-3-methyl-5-chlorobenzoic acid

The invention belongs to the technical field of organic synthesis, and particularly relates to a preparation method of 2-amino-3-methyl-5-chlorobenzoic acid. The preparation method provided by the invention comprises the steps of mixing m-toluic acid and nitric acid, and carrying out nitration reaction to obtain 2-nitro-3-methyl benzoic acid, wherein the mass concentration of the nitric acid is 60-75%; mixing the 2-nitro-3-methyl benzoic acid, a hydrogenation reduction reaction solvent and a hydrogenation catalyst, and carrying out hydrogenation reduction reaction in a hydrogen atmosphere to obtain 2-amino-3-methyl benzoic acid; and mixing the 2-amino-3-methyl benzoic acid, a chlorination reagent, benzoyl peroxide and a chlorination reaction solvent, and carrying out a chlorination reaction to obtain the 2-amino-3-methyl-5-chlorobenzoic acid. The preparation method provided by the invention has the advantages of cheap and easily available reaction raw materials, high product yield and high purity, and is easy for industrial production.

2-amino-5-chloro-N,3-dimethylbenzamide preparation method

The invention discloses a 2-amino-5-chloro-N,3-dimethylbenzamide preparation method, which comprises: carrying out a chlorination reaction a raw material represented by a formula I and a chlorinationreagent at the ortho-position and the para-position of amino to generate a compound represented by a formula II, carrying out a selective substitution reaction on the compound represented by the formula II and a cyano group mainly based on amino o-chlorine substitution under an alkaline catalysis condition by utilizing the thermodynamic stability difference between the o-chlorine and the p-chlorine of amino to generate a compound represented by a formula III, hydrolyzing the compound represented by the formula III into a compound represented by a formula IV, esterifying the compound represented by the formula IV to generate a compound represented by a formula V, and carrying out a reaction on the compound represented by the formula V and a monomethylamine methanol solution to generate 2-amino-5-chloro-N,3-dimethylbenzamide. According to the invention, the preparation method is high in yield, simple in reaction and small in toxic and side effects.