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

• 4389-45-1 3-methylantranilic acid 
• 30273-00-8 2-methyl-4,6-dichloroaniline 
• 939990-03-1 2-amino-5-chloro-3-methylbenzonitrile 
• 99-04-7 m-Toluic acid 
• 5437-38-7 3-methyl-2-nitrobenzoic acid 
• 108-88-3 toluene 
• 56961-33-2 3-Chloro-5-Methylbenzoic Acid 
• 51-36-5 3,5-dichlorobenzoic acid 
• 65-85-0 benzoic acid 
• 1127-59-9 7-methyl-1H-indole-2,3-dione 
• 1132-03-2 2-(hydroxyimino)-N-(2-methylphenyl)acetamide 
• 95-53-4 o-toluidine 
• 14389-06-1 5-chloro-7-methyl-1H-indole-2,3-dione 
• 120374-68-7 6-chloro-8-methyl-1H-benzo[d][1,3]oxazine-2,4-dione 

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 
• 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 
• 1257069-35-4 C₂₄H₂₅Cl₂N₅O₄ 
• 1257069-37-6 C₂₃H₂₁Cl₂N₅O₄ 
• 1257069-39-8 C₂₁H₁₉Cl₂N₅O₅ 
• 1257069-40-1 C₂₇H₂₃Cl₂N₅O₄ 

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.

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.