890707-30-9

Usage

Chemical compound

2-amino-5-bromo-N,3-dimethylbenzamide

Upstream product

• 95-53-4 o-toluidine 
• 583-75-5 4-Bromo-2-methylaniline 
• 74-89-5 methylamine 
• 206548-13-2 2-amino-5-bromo-3-methylbenzoic acid 
• 77395-09-6 6-bromo-8-methyl-2H-benzo[d][1,3]oxazine-2,4(1H)-dione 
• 870997-57-2 N-methyl-3-methyl-2-aminobenzamide 

Downstream Products

• 870997-57-2 N-methyl-3-methyl-2-aminobenzamide 
• 890707-29-6 2-amino-3-methyl-5-cyanobenzoyl-N-methylamine 

Relevant academic research and scientific papers

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

The present invention disclosed a process for the synthesis of compound of formula (Z) or a salt thereof, wherein, R, R1, R2, R3 and R10 are as defined in the detailed description. The process further comprises the synthesis of an anthranilic diamide compound of formula (I).

Synthesis, insecticidal activities, and structure-activity relationship of phenylpyrazole derivatives containing a fluoro-substituted benzene moiety

Fluorinated organic compounds represent a growing and important family of commercial chemicals. Introduction of fluorine into active ingredients has become an effective way to develop modern crop protection products. Given the particular properties of fluorine and high efficiency and selectivity of diamide insecticides, we designed and synthesized 27 anthranilic diamides analogues containing fluoro-sustituted phenylpyrazole. A preliminary bioassay indicated that most target compounds exhibited good biological activity against Mythimna separata and Plutella xylostella. Compound IIIf containing a 2,4,6-trifluoro-substituted benzene ring showed 43% insecticidal activity against M. separata at 0.1 mg L-1, while the control chlorantraniliprole was 36%. The activity of IIIe against P. xylostella at 10-5 mg L-1 was 94%, compared with that of the control being 70%. Thus, introduction of fluorine into diamide insecticides was useful for increasing activity. Insect electrophysiology studies showed that the calcium concentration in the nerve cells of third M. separata larvae was elevated by IIIf, which further confirmed that ryanodine receptor (RyR) was its potential target.

PROCESS FOR PREPARING 2-AMINO-5-CYANOBENZOIC ACID DERIVATIVES

Disclosed is a method for preparing a compound of Formula 1 comprising contacting a compound of Formula 2 with a metal cyanide reagent, a copper(I) salt reagent, an iodide salt reagent and at least one compound of Formula 3 wherein R1 is (NHRs

PROCESS FOR PREPARING 2-AMINO-5-CYANOBENZOIC ACID DERIVATIVES

Disclosed is a method for preparing a compound of Formula (1) comprising contacting a compound of Formula (2) with a metal cyanide reagent, a copper (I) salt reagent, an iodide salt reagent and at least one compound of Formula (3), wherein R1 i

PROCESS FOR PREPARING 2-AMINO-5-CYANOBENZOIC ACID DERIVATIVES

Disclosed is a method for preparing a compound of Formula 1 comprising (1) contacting a compound of Formula 2, with (2) at least one alkali metal cyanide and (3) at least one compound of Formula (4); wherein R1 is NHR3 or OR4; R2 is CH3 or Cl; R3 is H, C1-C4 alkyl, cyclopropyl, cyclopropylcyclopropyl, cyclopropylmethyl or methylcyclopropyl; R4 is H or C1-C4 alkyl; and X is Br, Cl or I. Also disclosed is a method for preparing a compound of Formula (4 )comprising contacting a mixture of (i) at least one compound of Formula (9 )and (ii) at least one metal reducing agent with (iii) dichlorobis(triphenylphosphine)nickel, and further disclosed is a method for removing nickel impurities from a mixture thereof with compounds of Formula (1 )comprising contacting the mixture with oxygen in the presence of an aqueous cyanide solution, and additionally disclosed is a method for preparing a compound of Formula (5); wherein R5, R6, R7 and Z are as defined in the disclosure, using a compound of Formula (1,) characterized by preparing the compound of Formula (1) by the method disclosed above.

PROCESS FOR PREPARING 2-AMINO-5-CYANOBENZOIC ACID DERIVATIVES

Disclosed is a method for preparing a compound of Formula 1 comprising contacting a compound of Formula 2 with at least one alkali metal cyanide of Formula 3 and a compound of Formula 4 wherein R1 is NHR3 or OR4; R2 is CH3 or Cl; R3 is H, C1-C4 alkyl, cyclopropyl, cyclopropylcyclopropyl, cyclopropylmethyl or methylcyclopropyl; R4 is H or C1-C4 alkyl; X is Br, Cl or I; and R5, R6, R7, R8, R9 and R10 are as defined in the disclosure. Also disclosed is a method for preparing a compound of Formula 4 wherein R9 and R10 together are a cycloalkadiene bidentate ligand, comprising contacting a compound of Formula 5 wherein Y is Cl, Br or I, with a cycloalkadiene bidentate ligand, at least one metal reducing agent and a nitrile solvent. Also disclosed is a method for preparing a compound of Formula 1 comprising preparing a compound of Formula 4 by contacting a compound of Formula 5 with a cycloalkadiene bidentate ligand and at least one metal reducing agent, and then contacting the reaction mixture comprising the compound of Formula 4 with a compound of Formula 2 and at least one alkali metal cyanide of Formula 3; and further disclosed is a method for preparing a compound of Formula 6 wherein R15, R16, R17 and Z are as defined in the disclosure using a compound of Formula 1, characterized by preparing the compound of Formula 1 by a method disclosed above.

PROCESS FOR PREPARING 2-AMINO-5-CYANOBENZOIC ACID DERIVATIVES

Disclosed is a method for preparing a compound of Formula (1) comprising contacting a compound of Formula (2) with at least one compound of Formula 3 in the presence of a solvent comprising one or more organic solvents selected from ethers and nitriles an

PROCESS FOR PREPARING 2-AMINO-5-CYANOBENZOIC ACID DERIVATIVES

Disclosed is a method for preparing a compound of Formula (1) comprising contacting a compound of Formula (2) with a metal cyanide reagent, a copper (I) salt reagent, an iodide salt reagent and at least one compound of Formula (3): wherein R1 i

METHOD FOR PREPARING N-PHENYLPYRAZOLE-1-CARBOXAMIDES

A method is disclosed for preparing compounds of Formula (I) by combining compounds of Formulae (II and III) and a sulfonyl chloride. Also disclosed are compounds of Formula (III), which are useful as starting materials for this method.