56961-33-2

Usage

Uses

3-Chloro-5-methylbenzoic acid

InChI:InChI=1/C8H7ClO2/c1-5-2-6(8(10)11)4-7(9)3-5/h2-4H,1H3,(H,10,11)

Upstream product

• 860748-70-5 3-chloro-1,5-dimethyl-cyclohexa-1,3-diene 
• 7697-37-2 nitric acid 
• 79-46-9 2-nitropropane 
• 556-97-8 1-chloro-3,5-dimethylbenzene 
• 62358-81-0 1-(bromomethyl)-3-chloro-5-methylbenzene 
• 67-68-5 dimethyl sulfoxide 
• 103426-20-6 3-chloro-5-methylbenzaldehyde 
• 189161-09-9 3-chloro-5-methylbenzonitrile 
• 108-88-3 toluene 
• 51-36-5 3,5-dichlorobenzoic acid 
• 593-74-8 dimethylmercury 
• 65-85-0 benzoic acid 

Downstream Products

• 2157-39-3 5-chloro-isophthalic acid 
• 618-83-7 5-Hydroxyisophthalic acid 
• 890707-28-5 2-amino-3-methyl-5-chlorobenzoyl-N-methylamine 
• 20776-67-4 2-amino-5-chloro-3-methylbenzoic acid 
• 153203-53-3 methyl 3-chloro-5-methylbenzoate 
• 1613513-97-5 3-Chloro-5-methylbenzyl 4-(4-(1H-1,2,3-triazol-4-yl)butanamido)piperidine-1-carboxylate 
• 1257883-65-0 3-chloro-5-methyl-N-(quinolin-3-yl)benzamide 
• 21900-22-1 3-Chlor-5-methyl-benzoylchlorid 

Relevant academic research and scientific papers

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

The invention discloses a synthesis method of 2-amino-5-chloro-N,3-dimethylbenzamide, belonging to the technical field of organic chemical synthesis. The method comprises the following steps: carrying out oxidation under the catalytic actions of N-hydroxyphthalimide and cobalt acetylacetonate to generate benzoic acid, carrying out substitution reaction with chlorine gas to generate 3,5-dichlorobenzoic acid, shielding off 5- chlorine by using a shielding reagent, carrying out methyl substitution on the 5- chlorine by using a Grignard reagent to generate 3-methyl-5-chlorobenzoic acid, carrying out nitro-substitution on the 3-methyl-5-chlorobenzoic acid and nitric acid under the catalytic action of concentrated sulfuric acid to generate 2-nitro-3-methyl-5-chlorobenzoic acid, carrying out catalytic hydrogenation to reduce the nitro group into amino group, carrying out reaction under the actions of N,N'-diisopropylcarbodiimide and 1-hydroxybenztriazole to obtain an intermediate, and carrying out reaction on the intermediate and methylamine to obtain the 2-amino-5-chloro-N,3-dimethylbenzamide. The method is simple to operate, and obviously enhances the synthesis yield to 92% or above.

Cyanation of arenes via iridium-catalyzed borylation

We report a method to conduct one-pot meta cyanation of arenes by iridium-catalyzed C-H borylation and copper-mediated cyanation of the resulting arylboronate esters. This process relies on a method to conduct the cyanation of arylboronic esters, and conditions for this new transformation are reported. Conditions for the copper-mediated cyanation of arylboronic acids are also reported. By the resulting sequence of borylation and cyanation, 1,3-disubstituted and 1,2,3-trisubstituted arenes and heteroarenes containing halide, ketone, ester, amide, and protected alcohol functionalities are converted to the corresponding meta-substituted aryl nitriles. The utility of this methodology is demonstrated through the conversion of a protected 2,6-disubstituted phenol to 4-cyano-2,6-dimethylphenol, which is an intermediate in the synthesis of the pharmaceutical etravirine. The utility of the method is further demonstrated by the conversion of 3-chloro-5-methylbenzonitrile, produced through the one-pot C-H borylation and cyanation sequence, to the corresponding 3,5-disubstituted aldehydes, ketones, amides, carboxylic acids, tetrazoles, and benzylamines.

Insecticidal N'-substituted-N,N'-diacylhydrazines

Insecticidal compounds having the formula N-(2-Ra -3-Rb -4-Rh -benzoyl)-N'-(2-Rc -3-Rd -4-Re -5-Rf -benzoyl)-N'-Rg -hydrazine wherein Ra is a halo or lower alkyl; R b is lower alkoxy, optionally substituted with halo (preferably fluoro); Rc is selected from hydrogen, halo, lower alkyl, lower alkoxy, lower alkoxy lower alkyl, and nitro; Rd, Re and Rf are each independently selected from hydrogen, bromo, chloro, fluoro, lower alkyl, lower alkoxy, and lower alkoxy lower alkyl; Rg is a (C4 -C6)alkyl; Rh is hydrogen, lower alkoxy, lower alkyl, or when taken together with Rb is methylenedioxy (--OCH2 O--), 1,2-ethylenedioxy (--OCH2 CH2 O--), 1,2-ethyleneoxy (--CH2 CH2 O--) or 1,3-propyleneoxy (--CH2 CH2 CH2 O--) wherein an oxo atom is located at the Rb position; and the substituents Rc and Rd, or Rd and Re, or Re and Rf when taken together can be methylenedioxy or 1,2-ethylenedioxy as well as compositions comprising an agronomically acceptable carrier and an insecticidally effective amount of such compounds; and methods of using such compounds and compositions. Also, methods for the production of the compounds and their intermediates, which methods comprise either admixing a 3-amino-2-(substituted)-benzoic acid, sodium nitrite and methanol under acidic conditions or admixing a 3,4-fused heterocyclic benzoic acid and an alkyl lithium reagent followed by subsequent reaction with an electrophilic reagent.

N-acetonylbenzamides and their use as fungicides

Certain N-acetonylbenzamides exhibit low phytotoxicity and are useful for control of a wide range of fungi, including phytopathogenic fungi of the classes Oomycetes, Ascomycetes, Deuteromycetes and Basidiomycetes.

Treatment of migraine with substituted tropyl benzoate derivatives

Migraine is treated with a tropyl benzoate derivative of the following general formula: STR1 wherein: R1 represents C1 -C4 alkyl, C1 -C4 alkoxy or halogen; R2 represents hydrogen, C1 -C4 alkyl, C1 -C4 alkoxy or halogen; and R3 represents hydrogen, C1 -C4 alkyl, C1 -C4 alkoxy or halogen, provided that R3 is hydrogen when R2 is hydrogen, or a pharmaceutically acceptable salt thereof. Additionally, some novel tropyl benzoate derivatives are disclosed.

Treatment of migraine with substituted tropyl benzoate derivatives

Migraine is treated with a tropyl benzoate derivative of the following general formula: STR1 wherein: R1 represents C1 -C4 alkyl, C1 -C4 alkoxy or halogen; R2 represents hydrogen, C1 -C4 alkyl, C1 -C4 alkoxy or halogen; and R3 represents hydrogen, C1 -C4 alkyl, C1 -C4 alkoxy or halogen, provided that R3 is hydrogen when R2 is hydrogen, or a pharmaceutically acceptable salt thereof. Additionally, some novel tropyl benzoate derivatives are disclosed.