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

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• 3680-28-2 7-methyl-1,3'-dihydro-2H-indol-2-one 
• 13208-93-0 N-(4-chloro-2-methylphenyl)-2-(hydroxyimino)acetamide 
• 99-04-7 m-Toluic acid 
• 939990-03-1 2-amino-5-chloro-3-methylbenzonitrile 
• 30273-00-8 2-methyl-4,6-dichloroaniline 
• 108-88-3 toluene 
• 56961-33-2 3-Chloro-5-Methylbenzoic Acid 
• 51-36-5 3,5-dichlorobenzoic acid 

Downstream Products

• 904733-67-1 6-chloro-2-[1-(2-chlorophenyl)-3-trifluoromethyl-1H-pyrazol-5-yl]-8-methyl-4H-3,1-benzoxazin-4-one 
• 1006619-83-5 3-methyl-2-amino-5-chlorophenylbenzamide 
• 1373758-69-0 3-bromo-N-(4-chloro-2-((dimethylamino)methyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1373758-70-3 3-bromo-N-(4-chloro-2-methyl-6-((methylamino)methyl)phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide hydrochloride 
• 1373758-71-4 3-bromo-N-(4-chloro-2-((isopropylamino)methyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide hydrochloride 
• 1373758-72-5 N-(2-(((tert-butyl)amino)methyl)-4-chloro-6-methylphenyl)-3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide hydrochloride 
• 1373758-73-6 (Z)-3-bromo-N-(4-chloro-2-((hydroxyimino)methyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1373758-74-7 3-bromo-N-(4-chloro-2-((Z)-methoxyiminomethyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1373758-75-8 3-bromo-N-(4-chloro-2-methyl-6-(thiazolidin-2-yl)phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1373758-63-4 3-bromo-N-(4-chloro-2-(hydroxymethyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1373758-64-5 2-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamido)-5-chloro-3-methylbenzyl acetate 
• 1373758-65-6 3-bromo-N-(4-chloro-2-formyl-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1373758-66-7 3-bromo-N-(4-chloro-2-methyl-6-((methylamino)methyl)phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1373758-67-8 3-bromo-N-(4-chloro-2-((isopropylamino)methyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 

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).

PROCESS FOR THE PREPARATION OF CHLORANTRANILIPROLE

The present invention relates to two novel, efficient and one-pot methods for synthesizing chlorantraniliprole. In the first scheme, Chlorantraniliprole is prepared by a novel telescopic process starting from 3-Bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid a key raw material-A (Key RM-A). In the second scheme, starting from Key RM-A, the process steps use of a novel variant of anthranilic acid (Methyl 2-amino-5-chloro-3-methylbenzoate), to get Chlorantraniliprole. Furthermore, the present invention also relates to the synthesis of key starting material for the synthesizing chlorantraniliprole in-situ. All the in-situ steps of the disclosed synthesis methods obtain good yield, without using any expensive reagent or base or harsh reaction conditions, which makes the process simple, environment friendly and more cost effective. With this process the production cost of chlorantraniliprole and its intermediates is substantially reduced; fewer by-products are formed during its synthesis and since it's a one-pot reaction, isolation and purification are easy to achieve.

Preparation method of 2-amino-5-chloro-N, 3-dimethylbenzamide

The invention relates to a preparation method of 2-amino-5-chloro-N, 3-dimethylbenzamide. The preparation method comprises the following steps: taking 2-nitro-3-methylbenzoic acid as an initial raw material, and sequentially carrying out a reduction reaction, a chlorination reaction, an esterification reaction and an ammonolysis reaction, so as to obtain 2-amino-5-chloro-N, 3-dimethylbenzamide. The preparation method provided by the invention provides a new path for synthesis of 2-amino-5-chloro-N, 3-dimethylbenzamide, the yield of the whole path can reach 80% or above, the cost is significantly reduced, the reaction conditions of each step are mild, the number of three wastes is small, and the method is suitable for industrial production.