53821-11-7

Basic information

• Product Name: 2H-Benzimidazol-2-one,1,3-dihydro-1-hydroxy-(9CI)
• Synonyms: 2H-Benzimidazol-2-one,1,3-dihydro-1-hydroxy-(9CI)
• CAS NO: 53821-11-7
• Molecular Formula: C7H6N2O2
• Molecular Weight: 150.13474
• Product Categories: BENZIMIDAZOLE
• Mol File: 53821-11-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 317.5 °C at 760 mmHg
• Flash Point: 145.8 °C
• Appearance: /
• Density: 1.33 g/cm³
• Water Solubility: at 25 deg C (mg/L): 2.291e+004
• CAS DataBase Reference: 2H-Benzimidazol-2-one,1,3-dihydro-1-hydroxy-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Benzimidazol-2-one,1,3-dihydro-1-hydroxy-(9CI)(53821-11-7)
• EPA Substance Registry System: 2H-Benzimidazol-2-one,1,3-dihydro-1-hydroxy-(9CI)(53821-11-7)

Safety Data

• Hazardous Substances Data: 53821-11-7(Hazardous Substances Data)

Usage

Class

Benzimidazole compound

Structure

Contains a benzimidazole ring system with a hydroxy group attached to the 1,3-dihydro position

Biological Activities

Benzimidazole compounds are known for diverse biological activities

Pharmacological Properties

Exhibits potential pharmacological properties

Research Interest

Studied for potential as a drug candidate

Applications

Potential applications in drug discovery and development

Upstream product

• 62-53-3 aniline 
• 33026-77-6 N-(phenyl)-N'-phenylmethoxyurea 
• 53821-10-6 1-(benzyloxy)-1,3-dihydro-2H-benzo[d]imidazol-2-one 

Relevant articles and documents

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.