85702-70-1

Usage

Uses

Used in Pharmaceutical Industry:
5-CHLORO-2-METHYLAMINOBENZONITRILE is used as an intermediate for the synthesis of various pharmaceuticals, including anti-inflammatory drugs and antimalarial agents. Its unique structure allows it to be a key component in the development of these medications, contributing to their therapeutic effects.
Used in Agrochemical Industry:
In the agrochemical sector, 5-CHLORO-2-METHYLAMINOBENZONITRILE is employed as a building block for the manufacturing of herbicides and insecticides. Its incorporation into these products helps to enhance their effectiveness in controlling weeds and pests, thereby supporting agricultural productivity and crop protection.
Due to its importance in the production of both pharmaceutical and agricultural products, 5-CHLORO-2-METHYLAMINOBENZONITRILE holds significant interest for the chemical industry, as it plays a crucial role in the development and manufacturing of a wide range of products that impact human health and agriculture.

InChI:InChI=1/C8H7ClN2/c1-11-8-3-2-7(9)4-6(8)5-10/h2-4,11H,1H3

Upstream product

• 553-90-2 Dimethyl oxalate 
• 5922-60-1 2-amino-5-chlorobenzonitrile 
• 55305-43-6 N-cyano-N-phenyl-p-toluenesulfonamide 
• 1007-19-8 4-chloro-N-methyl-N-nitrosoaniline 
• 74-89-5 methylamine 
• 57381-34-7 5-chloro-2-fluorobenzonitrile 

Downstream Products

• 1294507-91-7 C₁₆H₁₁ClN₂O 
• 106874-97-9 N-(2-bromopropionyl)-5-chloro-N-methyl-2-cyanoaniline 

Relevant academic research and scientific papers

Nickel/Photo-Cocatalyzed Asymmetric Acyl-Carbamoylation of Alkenes

An unprecedented asymmetric acyl-carbamoylation of pendant alkenes tethered on aryl carbamic chlorides with both aliphatic and aromatic aldehydes has been developed via the cooperative catalysis of a chiral nickel-PHOX complex and tetrabutylammonium decatungstate. This reaction represents the first example of merging hydrogen-atom-transfer photochemistry and asymmetric transition metal catalysis in difunctionalization of alkenes. Using this protocol, a variety of oxindoles bearing a challenging quaternary stereogenic center are furnished under mild conditions in highly enantioselective manner.

Rhodium(III)-Catalyzed Direct Cyanation of Aromatic C-H Bond to Form 2-(Alkylamino)benzonitriles Using N-Nitroso As Directing Group

2-(Alkylamino)benzonitriles were synthesized via a rhodium-catalyzed cyanation on the aryl C-H bond and subsequent denitrosation of N-nitrosoarylamines using a removable nitroso as the directing group, in which N-cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS) was used as the "CN" source. Various substituents on the aryl ring and amino group of N-nitrosoarylamines tolerated the reaction, and the corresponding products were achieved in moderate to good yields.

A NEW SYNTHESIS OF 4-AMINO-2-QUINOLINONES

Addition of Grignard or organolithium reagents to N-(α-haloacyl)-N-alkylsubstituted anthranilonitriles (e.g.N-(2-bromopropionyl)-N-methyl-2-cyanoaniline)induced anion formation followed by cyclization to 4-amino-2-quinolinones (e.g. 4-amino-1,3-dimethyl-2-quinolinone (10)).Substrates lacking α-hydrogen atoms, such as N-α-bromoisobutyryl)-2-cyanoaniline, also yielded 3,3-dimethylquinolinedione (9b) by cyclization.In these cases the initial step is a halogen-metal exchange reaction.

Intermediates for preparing 1,4-benzodiazepine-2-ones having a carboxylic acid ester or amide group in the 3-position

Intermediates for preparing novel benzodiazepines having the formula SPC1 In which R1 is a hydrogen or halogen atom or a trifluoromethyl, loweralkyl, loweralkoxy, nitro or amino group; R2 is a furyl, a thienyl, cyclohexyl, a loweralkyl group or a phenyl group which may be substituted by a halogen atom or by a trifluoromethyl, nitro, loweralkoxy or loweralkyl group; and R3 is a hydrogen atom or a loweralkyl group; and R4 is lowercarbalkoxy, carbamoyl, N-loweralkylcarbamoyl, N,N-diloweralkylcarbamoyl, N-(diloweralkylaminoalkyl)carbamoyl, a group having the formula --COOCat in which Cat is a cation of an alkali metal or a semication of an alkaline earth metal or COOCat.CatOH, said intermediates being ortho-aminoaryl ketimines having the formula SPC2 Wherein R is hydrogen or EQU1 R1, R2, and R3 are as defined above, R4 is a hydrogen atom, a lowercarbalkoxy, carbamoyl, N-loweralkylcarbamoyl, N,N-diloweralkylcarbamoyl, N-(diloweralkylaminoalkyl)-carbamoyl, alkyl or substituted alkyl group; and R5 is a loweralkyl group.