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

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.

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.

Method for preparing 2-amino-3-alkyl-5-chlorobenzoic acid

The invention relates to a method for preparing a compound as shown in a formula (I). The method comprises the following steps of: performing chlorination reaction on a raw material as shown in a formula (II) to obtain the compound as shown in the formula

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.

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.

Method for preparing 2-amino-5-chloro-3-methylbenzoic acid

A method for preparing 2-amino-5-chloro-3-methylbenzoic acid is disclosed. The method includes steps of: adding 2-amino-3-methylbenzoic acid (compound-I) into a reaction solvent, with the reaction concentration being 5-10 times (the ratio of the solvent v

Synthesis and Bioactivities Evaluation of Novel Anthranilic Diamides Containing N-(tert-Butyl)benzohydrazide Moiety as Potent Ryanodine Receptor Activator

Anthranilic diamides have been proven to be a class of efficacious and safe insecticides targeting ryanodine receptors (RyRs) during the last decade. In order to develop innovative scaffolds with high insecticidal activity, two series of N-pyridylpyrazole

Preparation method of chlorantraniliprole

The invention relates to the technical field of synthesis processes of insecticides, and discloses a preparation method of chlorantraniliprole, which comprises the following steps: 1) adding 4-8 partsof maleic anhydride and 4-8 parts of methanol into a single-necked bottle, stirring the mixture, heating to 50 DEG C, and carrying out heat preservation reaction for 0.5-1.5 hours to obtain monomethyl maleate; and 2) cooling 80-120 parts of a hydrogen bromide-glacial acetic acid solution to 0 DEG C, then dropwise adding 3-5 parts of the monomethyl maleate, after addition is completed, carrying out heat preservation and stirring for 3-7 min, so that a large amount of a yellow viscous substance appears, and the monomethyl 3-bromomaleate can be prepared. The invention discloses a preparation method of chlorantraniliprole. The maleic anhydride, 2,3-dichloropyridine and 2-amino-3-methylbenzoic acid are adopted as starting materials to synthesize the target compound chlorantraniliprole througha convergent reaction. The structure is determined through HNMR, the route is mild in reaction condition, easy and convenient to operate and separate, raw materials are easy to obtain, special equipment is not needed, industrial production is easy to achieve, the action mechanism is novel and unique, and wide application and development prospects are achieved.

A cyano sulphone containing N - (sulfur) imine O-formyl amino benzamide derivatives and its preparation and use

The invention provides o-formylamino benzamide derivatives containing N-cyano sulfone(sulfur)imine, a preparation method thereof and uses thereof. The invention relates to bisamide derivatives containing pyrazolecarboxamide, and the general chemical formula of the derivatives is shown as the formula I. The invention discloses a general structural formula and synthesis methods of the compounds, uses of the compounds serving as insecticides, bactericides, plant virus resisting agents and plant activators, and processing processes for the compounds in the preparation of the insecticides, the bactericides, the plant virus resisting agents and the plant activators in a manner of being mixed with agriculturally-acceptable assistants or synergists. The invention further discloses uses of combination of the compounds with the commercial insecticides, bactericides, plant virus resisting agents and plant activators in the prevention and treatment of the diseases, insect pests and viral diseases in agriculture, forestry and horticulture and a preparation method thereof.