60986-33-6

Basic information

• Product Name: 4,5‐dimethyl‐2‐phenyl‐1H-benzoimidazole
• Synonyms: 4,5‐dimethyl‐2‐phenyl‐1H-benzoimidazole
• CAS NO: 60986-33-6
• Molecular Weight: 222.29
• Mol File: 60986-33-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 4,5‐dimethyl‐2‐phenyl‐1H-benzoimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5‐dimethyl‐2‐phenyl‐1H-benzoimidazole(60986-33-6)
• EPA Substance Registry System: 4,5‐dimethyl‐2‐phenyl‐1H-benzoimidazole(60986-33-6)

Safety Data

• Hazardous Substances Data: 60986-33-6(Hazardous Substances Data)

Upstream product

• 100-47-0 benzonitrile 
• 41927-01-9 3,4-dimethyl-o-phenylenediamine 
• 100-52-7 benzaldehyde 
• 95-64-7 4-amino-o-xylene 
• 108837-63-4 N-(3,4-dimethylphenyl)benzimidamide 
• 1042161-71-6 C₁₅H₁₄N₄ 
• 87-59-2 2,3-Dimethylaniline 
• 110515-13-4 N-(2,3-dimethyl-phenyl)-benzamide oxime 
• 25844-23-9 N-phenylisobutyrimidamide 
• 108838-67-1 N-(2,3-dimethylphenyl)benzimidamide 

Relevant articles and documents

Visible-Light-Induced Deaminative Alkylation/Cyclization of Alkyl Amines with N-Methacryloyl-2-phenylbenzoimidazoles in Continuous-Flow Organo-Photocatalysis

Herein, we present a metal-free visible-light-induced eosin-y-catalyzed deaminative strategy for the sequential alkylation/cyclization of N-methacryloyl-2-phenylbenzoimidazoles with alkyl amine-derived Katritzky salts, which provides an efficient avenue for the construction of various benzo[4,5]imidazo[2,1-a]isoquinolin-6(5H)-one derivatives in moderate to excellent yields under mild reaction conditions. The key enabling feature of this novel reaction includes utilization of redox-active pyridinium salts from abundant and inexpensive primary amine feedstocks that were converted into alkyl radicals via C-N bond scission and subsequent alkylation/cyclization with N-methacryloyl-2-phenylbenzoimidazoles by the formation of two new C-C bonds. In addition, we implemented this protocol for a variety of amino acids, affording the products in moderate yields. Moreover, the novel, environmentally benign batch protocol was further carried out in a continuous-flow regime by utilizing a perfluoroalkoxy alkane tubing microreactor under optimized reaction conditions with a blue light-emitting diode light source, enabling excellent yields and a shorter reaction time (19 min) versus the long reaction time (16 h) of the batch reaction. The reaction displays excellent functional group tolerance, easy operation, scalability, mild reaction conditions, and broad synthetic utility.

N-chlorosuccinimide/sodium hydroxide-mediated synthesis of benzimidazoles from amidines under mild conditions

A convenient room-temperature one-pot procedure for the preparation of benzimidazoles derivatives from N-arylamidines has been developed. The reaction of N-aryl-N'-chloro amidines, generated by the treatment of N-arylamidines with N-chlorosuccinimide, in presence of sodium hydroxide provides benzimidazoles in good to excellent yields. Nitrogen anion generated in situ from succinimide (by-product of the chlorination step using NCS) and hydroxide anion was found to be highly effective as Bronsted base to promote the cyclization into benzimidazole of N-aryl-N'-chloroamidine.