92443-13-5

Basic information

• Product Name: 2-METHYLBENZIMIDAZOLE-5-CARBONITRILE
• Synonyms: 2-METHYLBENZIMIDAZOLE-5-CARBONITRILE;1H-Benzimidazole-5-carbonitrile,2-methyl-(9CI);5-Cyano-2-methyl-benzimidazole;2-methyl-1H-benzimidazole-5-carbonitrile(SALTDATA: FREE);2-methyl-3H-benzimidazole-5-carbonitrile;2-methyl-1H-benzimidazole-5-carbonitrile
• CAS NO: 92443-13-5
• Molecular Formula: C₉H₇N₃
• Molecular Weight: 157.17
• Product Categories: BENZIMIDAZOLE
• Mol File: 92443-13-5.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 433.7 °C at 760 mmHg
• Flash Point: 141.2 °C
• Appearance: /
• Density: 1.27 g/cm³
• CAS DataBase Reference: 2-METHYLBENZIMIDAZOLE-5-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYLBENZIMIDAZOLE-5-CARBONITRILE(92443-13-5)
• EPA Substance Registry System: 2-METHYLBENZIMIDAZOLE-5-CARBONITRILE(92443-13-5)

Safety Data

• Hazardous Substances Data: 92443-13-5(Hazardous Substances Data)

Usage

General Description

2-Methylbenzimidazole-5-carbonitrile is a chemical compound that is an important building block in the synthesis of pharmaceuticals and agrochemicals. 2-METHYLBENZIMIDAZOLE-5-CARBONITRILE is used as a precursor in the production of various drugs, including antifungal agents and anti-cancer drugs. It has also been utilized in the development of new materials and catalysts for chemical reactions. 2-Methylbenzimidazole-5-carbonitrile has shown potential as a versatile and valuable intermediate in the pharmaceutical and chemical industries due to its unique structural properties and reactivity.

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Relevant articles and documents

Rhodium catalyzed 2-alkyl-benzimidazoles synthesis from benzene-1,2-diamines and tertiary alkylamines as alkylating agents

Substituted 2-alkyl-benzimidazoles were synthesized from benzene-1,2-diamine and tertiary amines as alkylating agent under polystyrene supported rhodium (Rh@PS) nanoparticles (NPs) catalyzed conditions. The heterogeneous rhodium catalyst was applied first time for the synthesis of 2-alkyl-benzimidazoles. The reaction followed through oxidation of alkylamines, transamination, and oxidative cyclisation with benzene-1,2-diamines for the corresponding products synthesis with good yields. The process is applicable for vast substrate scope, several functional groups are tolerable, and the Rh@PS catalyst is recyclable up to four cycles without significant loss in catalytic activity.

Oxalic/malonic acids as carbon building blocks for benzazole, quinazoline and quinazolinone synthesis

An oxidant, base and metal free methodology has been developed for the synthesis of various 2-substituted and non-substituted benzazoles, quinazolines and quinazolinones using oxalic/malonic acids as an in situ carbon source. This methodology is applicable for a wide range of substituted o-phenylenediamine, o-aminothiophenol, o-aminophenol and o-aminobenzamide containing various functional groups and provides good to excellent yields of the corresponding product. Furthermore an easy workup procedure, high yield and easy isolation of products are key features of this methodology. The developed protocol is also applicable for the gram scale synthesis of benzimidazoles.

Microwave-assisted synthesis of polysubstituted benzimidazoles by heterogeneous Pd-catalyzed oxidative C-H activation of tertiary amines

Tertiary amines can be used in place of aldehydes and carboxylic derivatives as partners in the synthesis of benzimidazoles. Dehydrogenative amine activation under heterogeneous catalysis was developed for the direct transformation of tertiary amines into benzimidazoles. Good yields and efficient recovery and recycling of the catalyst are some of the advantages of this new methodology, which shows that a simple alkene is used as the overall oxidative agent. Enhanced reaction rates were observed by using focused microwave heating.