1885-76-3

Usage

Uses

Used in Pharmaceutical Synthesis:
2-METHYL-6-NITROBENZONITRILE is used as a synthetic intermediate for the production of 5-arylthiomethyl-2,4-diaminoquinazolines. These quinazoline derivatives exhibit a range of biological activities, including anti-cancer, anti-bacterial, and anti-viral properties, making them valuable in the development of new pharmaceuticals.
Used in Microwave-Assisted Synthesis:
In the field of organic chemistry, 2-METHYL-6-NITROBENZONITRILE serves as a starting reagent in the microwave-assisted synthesis of 8-amino-2-methyl-3,4-dihydroisoquinolin-1-one. This synthetic method allows for faster reaction times and improved yields compared to conventional heating techniques, making it a preferred approach for the synthesis of complex organic molecules.
Used in Chemical Research:
2-METHYL-6-NITROBENZONITRILE is also employed in academic and industrial research settings for the development of new chemical reactions and the exploration of novel synthetic pathways. Its unique chemical structure makes it a versatile building block for the creation of various organic compounds with potential applications in materials science, pharmaceuticals, and other industries.

InChI:InChI=1/C8H6N2O2/c1-6-3-2-4-8(10(11)12)7(6)5-9/h2-4H,1H3

Upstream product

• 570-24-1 2-Methyl-6-nitroaniline 
• 151-50-8 potassium cyanide 
• 544-92-3 copper(I) cyanide 
• 557-21-1 dicyanozinc 
• 3970-40-9 2-chloro-3-nitrotoluene 
• 544-16-1 n-Butyl nitrite 
• 83-41-0 2,3-dimethylnitrobenzene 
• 7758-89-6 copper(I) chloride 
• 13506-76-8 2-methyl-6-nitrobenzoic acid 
• 109-77-3 malononitrile 
• 13472-08-7 azobis(2-cyanobutane) 

Downstream Products

• 56043-01-7 2-amino-6-methylbenzonitrile 
• 40637-78-3 2-methyl-6-nitro-benzoic acid amide 
• 13506-76-8 2-methyl-6-nitrobenzoic acid 
• 939970-58-8 2-benzylsulfanyl-6-methylbenzonitrile 
• 77326-29-5 N-(2-Cyano-3-methyl-phenyl)-oxalamic acid ethyl ester 
• 27018-14-0 2,4-diamino-5-methylquinazoline 
• 41139-98-4 1,8-dimethylfluoren-9-one 
• 72618-74-7 9-Benzyl-1,8-dimethyl-9-fluorenol 
• 72618-75-8 1,2-Bis-(9-benzyl-1,8-dimethyl-9-fluorenyloxy)-ethan 
• 1207-11-0 1,8-Dimethylfluoren 
• 72618-71-4 (2-amino-6-methylphenyl)(o-tolyl)methanone 
• 72618-70-3 2-(imino(o-tolyl)methyl)-3-methylaniline 
• 72618-62-3 9-benzylidene-1,8-dimethylfluorene 
• 223646-24-0 3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonyl-2-methylbenzoic acid 

Relevant academic research and scientific papers

Conversions of aryl carboxylic acids into aryl nitriles using multiple types of Cu-mediated decarboxylative cyanation under aerobic conditions

Here, we used malononitrile or AMBN as a cyanating agent to develop efficient and practical protocols for Cu-mediated decarboxylative cyanations, under aerobic conditions, of aryl carboxylic acids bearing nitro and methoxyl substituents at the ortho position as well as of heteroaromatic carboxylic acids. These protocols involved economical methods to synthesize value-added aryl nitriles from simple and inexpensive raw materials. Further diversification of the 2-nitrobenzonitrile product was performed to highlight the practicality of the protocols. This journal is

Ag/Cu-mediated decarboxylative cyanation of aryl carboxylic acids with K4Fe(CN)6 under aerobic conditions

A method for facile synthesis of aryl nitriles has been well established via Ag/Cu-mediated decarboxylative cyanation of benzoic acids with K4Fe(CN)6 under aerobic conditions. The approach of using readily accessible aryl carboxylic acids and green K4Fe(CN)6 as starting material provides a feasible alternative to previous cyanation protocols. Control experiments revealed the key role of Cu for the process and excluded the possibility of a radical mechanism for the transformation.

Decarboxylative Halogenation and Cyanation of Electron-Deficient Aryl Carboxylic Acids via Cu Mediator as Well as Electron-Rich Ones through Pd Catalyst under Aerobic Conditions

Simple strategies for decarboxylative functionalizations of electron-deficient benzoic acids via using Cu(I) as promoter and electron-rich ones by employing Pd(II) as catalyst under aerobic conditions have been established, which lead to smooth synthesis of aryl halides (-I, Br, and Cl) through the decarboxylative functionalization of benzoic acids with readily available halogen sources CuX (X = I, Br, Cl), and easy preparation of benzonitriles from decarboxylative cyanation of aryl carboxylic acids with nontoxic and low-cost K4Fe(CN)6 under an oxygen atmosphere for the first time.

Mild and general methods for the palladium-catalyzed cyanation of aryl and heteroaryl chlorides

New methods for the palladium-catalyzed cyanation of aryl and heteroaryl chlorides have been developed, featuring sterically demanding, electron-rich phosphines. Highly challenging electron-rich aryl chlorides, in addition to electron-neutral and electron-deficient substrates, as well as nitrogen- and sulfur-containing heteroaryl chlorides can all undergo efficient cyanation under relatively mild conditions using readily available materials. In terms of substrate scope and temperature, these methods compare very favorably with the state-of-the-art cyanations of aryl chlorides.

Benzimidazole derivative

The present invention is a thiobenzimidazole derivative represented by the following formula (1) or a medically acceptable salt thereof wherein said thiobenzimidazole derivative and a medically acceptable salt thereof have a potent activity of inhibiting human chymase. Thus, they are potential preventive and/or therapeutic agents clinically applicable to various diseases in which human chymase is involved.

Benzimidazole derivatives

A benzimidazole derivative or its medically acceptable salt, represented by the following formula (1), that is a human chymase activity inhibitor capable of being applied clinically: 1wherein, R1 and R2 represent a hydrogen atom, an alkyl group or an alkoxy group, etc., A represents an alkylene group or an alkenylene group, E represents —COOR3, —SO3R3, —CONHR3 or —SO2NHR3, etc., G represents an alkylene group, M represents a single bond or —S(O)m. J represents a heterocyclic group, and X represents —CH= or a nitrogen atom.

BENZIMIDAZOLE DERIVATIVES

A benzimidazole derivative or its medically acceptable salt, represented by the following formula (1), that is a human chymase activity inhibitor capable of being applied clinically: wherein, R1 and R2 represent a hydrogen atom, an alkyl group or an alkoxy group, etc., A represents an alkylene group or an alkenylene group, E represents -COOR3, -SO3R3, -CONHR3 or -SO2NHR3, etc., G represents an alkylene group, M represents a single bond or -S(O)m-, J represents a heterocyclic group, and X represents -CH= or a nitrogen atom.

Method and novel intermediate products for producing isoxazolin-3-yl-acylbenzenenes

The present invention describes a process for preparing isoxazoles of the formula I where: R1is hydrogen, C1-C6-alkyl, R2is hydrogen, C1-C6-alkyl, R3, R4, R5are each hydrogen, C1-C6-alkyl or R4and R5together from a bond, R6is a heterocysclic ring, n is 0, 1 or 2; which comprises preparing an intermediate of the formula VI where R1, R3, R4and R5are each as defined above, followed by halogenation, thiomethylation, oxidation and acylation to give compounds of the formula I. Furthermore, the invention describes novel intermediates for preparing the compounds of the formula I and novel processes for preparing the intermediates.

Design, synthesis, and evaluation of potential GAR and AICAR transformylase inhibitors

The synthesis and evaluation of 1 4 as potential inhibitors of GAR Tfase and AICAR Tfase are detailed. Copyright (C) 1998 Elsevier Science Ltd.

Utilisation du cyanure de tetraethylammonium pour la preparation de complexes cyclopentadienyl fer cyclohexadienyl cyanes. Etude de leur oxydation electrochimique et chimique

Addition of tetraethylammonium cyanide to a solution of η5-cyclopentadienyl)(η6-arene)iron (1 +), in acetonitrile can be studied by voltammetry.With electron-withdrawing groups such as nitro, keto, sulfone, azo and azoxy bonded to the arene, the reaction occurs immediately and a wave resulting form oxidation of hexadienyl species is observed in the range 0-IV vs.SCE.Preparation of various hexadienyl compounds was achieved with good yields.In order to obtain ortho-substituted benzonitriles, electrochemical and chemical oxidations of hexadienyl complexes were compared.The best results were obtained with N-bromosuccinimide (NBS) and a demetallation generally occurs.A one-pot synthesis of benzonitrile compounds can be achieved after addition of cyanide ion and then NBS to a solution of (η5-cyclopentadienyl)(η6-arene) iron (1 +) in acetonitrile. 6-C6H5N(O)=NC6H4Cn-2>>+ is directly obtained from the azoxy dicationic compound 2+.Keywords: Iron; Ferrocenes; Electrochemistry; Arene complexes; Oxidation