86465-33-0

Usage

General Description

2H-Benzimidazol-2-one,6-chloro-1,3-dihydro-1-methoxy-(9CI) is a chemical compound with the molecular formula C10H10ClN2O2. It is a derivative of benzimidazole, which is a heterocyclic compound with a bicyclic structure. This specific derivative contains a chlorine and a methoxy group, making it a halogenated and methoxylated benzimidazole. Benzimidazoles and their derivatives have various pharmaceutical and biological activities, including anticancer, antiviral, and antifungal properties. The 6-chloro-1,3-dihydro-1-methoxy substituents on the benzimidazole core may impart specific pharmacological activities to 2H-Benzimidazol-2-one,6-chloro-1,3-dihydro-1-methoxy-(9CI), making it a potential candidate for drug development and research.

Upstream product

• 86465-28-3 1-chloro-3-(p-chlorophenyl)-1-methoxyurea 
• 63069-48-7 p-chloro-o-iodoaniline 
• 104-12-1 p-chlorphenylisocyanate 
• 28443-49-4 1-(p-chlorophenyl)-3-methoxyurea 

Relevant academic research and scientific papers

Catalytic substitution/cyclization sequences of: O -substituted Isocyanates: Synthesis of 1-alkoxybenzimidazolones and 1-alkoxy-3,4-dihydroquinazolin-2(1 H)-ones

O-Substituted isocyanates (O-isocyanates) have rarely been used in organic synthesis, given their tendency to undergo side reactions (e.g., trimerization). Herein, we show that masked (blocked) O-isocyanate precursors allow one-pot or cascade reaction sequences featuring base-catalyzed substitution with 2-iodoanilines and 2-iodobenzylamines followed by copper-catalyzed cyclization, to form benzimidazolones and 3,4-dihydroquinazolin-2(1H)-ones. This work shows that O-isocyanates can serve as efficient building blocks for the synthesis of hydroxylamine-containing heterocycles.

APPROACH TO THE 1-METHOXY-2-BENZIMIDAZOLINONES

With t-butyl hypochlorite the 1-methoxy-3-arylureas are easily converted into the unstable corresponding 1-chloro-1-methoxy-3-arylureas.Cyclization of the latter under basic conditions gives the 1-methoxy-2-benzimidazolinones.The two steps can be carried