10252-94-5

Usage

Type of compound

Heterocyclic (consists of a benzimidazole ring fused with a pyrrole ring)

Form

Dihydro (contains two hydrogen atoms)

Substitution

6-methyl (a methyl group attached to the sixth carbon atom)

Usage

Building block for the synthesis of various biologically active compounds in the pharmaceutical industry, as well as in the production of agrochemicals and other fine chemicals.

Upstream product

• 221548-37-4 2-cyclopropyl-5-methyl-1H-benzimidazole 
• 96-48-0 4-butanolide 
• 496-72-0 4-methyl-1,2-diaminobenzene 
• 91429-70-8 5-methyl-2-(pyrrolidin-1-yl)aniline 
• 616-45-5 2-pyrrolidinon 
• 5367-26-0 3-chloro-2-nitrotoluene 
• 89-60-1 1-chloro-4-methyl-2-nitro-benzene 

Relevant academic research and scientific papers

Greener synthesis using hydrogen peroxide in ethyl acetate of alicyclic ring-fused benzimidazoles and anti-tumour benzimidazolequinones

Environmentally-friendly and cost effective hydrogen peroxide in ethyl acetate was used to prepare in high yields pyrrolo[1,2-a]benzimidazoles from commercial o-(pyrrolidin-1-yl)anilines without the requirement for organic-aqueous extraction and chromatography. Six, seven and eight membered ring-fused analogues were similarly obtained in high yields with methanesulfonic acid required for the pyrido[1,2-a]benzimidazole. Anti-tumour benzimidazolequinone derivatives were obtained in high yield via the cyclization of 3,6-dimethoxy-2-(cycloamino)anilines.

BENZIMIDAZOLE COMPOUND AND SYNTHESIS METHOD THEREOF

PROBLEM TO BE SOLVED: To provide a novel benzimidazole compound having tetracyclic condensed ring and a synthesis method thereof. SOLUTION: A benzimidazole compound is represented by the formula (I). A method for synthesizing the benzimidazole compound represented by the formula (I) includes the step of reacting ortho-phenylene diamine and a lactone compound and further reacting the resulting benzimidazole compound with the lactone compound. In the formula, R1 and R4 are each independently H, a methyl group or an ethyl group excluding that two of R4 are ethyl groups or methyl groups at same time, R2 and R3 are each independently H or a methyl group, m and n are integers of 1 to 2 and n is 1 when m is 2. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

Synthesis of condensed heterocycles via cyclopropylimine rearrangement of cyclopropylazoles

Thermal cyclopropylimine rearrangement of cyclopropylazoles into condensed heterocycles and factors affecting the regioselectivity and conversion are reported. A method of conducting the reaction in the absence of solvents is developed. A series of 2-cyclopropylazoles, including novel examples, is synthesized and their transformations into the corresponding condensed heterocyclic compounds (2,3-dihydro-1H-pyrroles and 6,7-dihydro-5H-pyrrolo[2,1- b]thiazolium salts) are studied.

A REGIOSELECTIVE METAL CATALYZED SYNTHESIS OF ANNELATED BENZIMIDAZOLES AND AZABENZIMIDAZOLES

A regioselective metal catalyzed synthesis of benzimidazoles and azabenzimidazoles The present invention relates to a process for the regioselective synthesis of compounds of the formula (I), wherein R1; R2; R3; R4; J1; J2; J3; J4 and G have the meanings indicated in the claims. The present invention provides a direct metal, e.g. palladium or copper, catalyzed, regioselective process to a wide variety of unsymmetrical, multifunctional N- substituted benzimidazoles or azabenzimidazoles of formula (I) starting from 2-halo- nitroarenes and N-substituted amides useful for the production of pharmaceuticals, diagnostic agents, liquid crystals, polymers, herbicides, fungicidals, nematicidals, parasiticides, insecticides, acaricides and arthropodicides.

Methine dyes

The invention relates to a new class of pyrrolobenzimidazole, benzimidazoloisoquinoline and dipyrodinobenzodiimidazole in cyanine sensitizing dyes derived therefrom and their use in silver halide emulsions, and to methods for preparation of such new dyes.