68468-39-3

Basic information

• Product Name: 5-BROMO-1,3-DIHYDRO-2H-BENZIMIDAZOL-2-THIONE
• Synonyms: 5-BROMO-1,3-DIHYDRO-2H-BENZIMIDAZOL-2-THIONE;2H-BenziMidazole-2-thione, 5-broMo-1,3-dihydro-;5-bromo-1H-benzo[d]imidazole-2(3H)-thione;5-bromo-1,3-dihydrobenzimidazole-2-thione;5-Bromo-1H-benzo[d]imidazole-2(3H);5-Bromo-1,3-dihydro-2H-benzimidazole-2-thione
• CAS NO: 68468-39-3
• Molecular Formula: C₇H₅BrN₂S
• Molecular Weight: 229.1
• Mol File: 68468-39-3.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 319.3 °C at 760 mmHg
• Flash Point: 146.9 ºC
• Appearance: /
• Density: 1.89 g/cm³
• Vapor Pressure: 0.000342mmHg at 25°C
• Refractive Index: 1.793
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 5-BROMO-1,3-DIHYDRO-2H-BENZIMIDAZOL-2-THIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-1,3-DIHYDRO-2H-BENZIMIDAZOL-2-THIONE(68468-39-3)
• EPA Substance Registry System: 5-BROMO-1,3-DIHYDRO-2H-BENZIMIDAZOL-2-THIONE(68468-39-3)

Safety Data

• Hazardous Substances Data: 68468-39-3(Hazardous Substances Data)

Usage

General Description

5-Bromo-1,3-dihydro-2H-benzimidazol-2-thione is a type of benzimidazole compound characterized by its bromine substitution at the 5-position. This aromatic heterocyclic chemical is usually used in research processes or as a reactant in laboratory synthesis due to its unique chemical structure. It is a dark colored solid and its molecular formula is C7H5BrN2S. It's required to be handled with care due to its reactive characteristics and potential risks if improperly utilized. Currently, there is limited information available regarding its potential biological activities or industrial applications.

InChI:InChI=1/C7H5BrN2S/c8-4-1-2-5-6(3-4)10-7(11)9-5/h1-3H,(H2,9,10,11)

Upstream product

• 6160-65-2 1,1'-Thiocarbonyldiimidazole 
• 1575-37-7 4-Bromo-benzene-1,2-diamine 
• 75-15-0 carbon disulfide 
• 875-51-4 4-Bromo-2-nitroaniline 
• 137-26-8 Thiram 
• 128-04-1 sodium dimethyldithiocarbamate 
• 333-20-0 potassium thioacyanate 
• 140-89-6 potassium ethyl xanthogenate 

Downstream Products

• 5450-30-6 (5-bromo-1(3)H-benzimidazol-2-ylmercapto)-acetic acid 
• 109892-65-1 2-(5-bromo-1(3)H-benzimidazol-2-ylmercapto)-propionic acid 
• 1254758-63-8 5-{[(5-bromo-1H-benzimidazol-2-yl)sulfanyl]acetyl}-2-chlorobenzenesulfonamide 
• 1424375-33-6 C₂₄H₁₆BrN₅O₆S 
• 1424375-36-9 C₂₃H₁₃BrFN₅O₅S 
• 1424375-39-2 C₂₄H₁₃BrN₆O₅S 
• 1424375-08-5 C₁₆H₉BrN₄O₄S 
• 340739-76-6 2-((2,4-dinitrophenyl)sulphanyl)-5-bromobenzimidazole 
• 4887-88-1 5-bromo-1H-benzo[d]imidazole 

Relevant articles and documents

A new strategy for the synthesis of 2-mercaptobenzazole derivatives by green chemistry metrics

A green and efficient method has been developed for the synthesis of 2-mercaptobenzazole derivatives via the reaction of commercially available aniline derivatives with low-cost and nontoxic potassium thiocyanate in water. The reactions proceeded smoothly under catalyst- and ligand-free conditions to give the corresponding products in good to excellent yields. The versatility, low cost, and environmental friendliness, in combination with high yields and easy work-up makes the procedure noteworthy.

Three-Component Synthesis of 2-Alkylthiobenzoazoles in Aqueous Media

A highly efficient three-component protocol for the synthesis of the 2-alkylthiobenzoazoles is described. Tetramethylthiuram disulfide (TMTD) cyclized with o -aminothiophenols, generating the intermediate 2-mercaptobenzothiazoles, and the successive C-S coupling with halogenated alkanes afforded a series of 2-alkyl-substituted thiobenzothiazoles smoothly in a one-pot process. This procedure could also be utilized for the preparation of 2-alkyl-substituted thiobenzoxazoles and 2-alkyl-substituted thiobenzimidazoles. Inexpensive and easily available starting materials, metal catalyst-free, broad substrate scope, and water as solvent are the features of this protocol.

AlCl3-Promoted Synthesis of 2-Mercapto Benzoheterocycles by Using Sodium Dimethyldithiocarbamate as Thiocarbonyl Surrogate

A simple, expeditious and high-efficiency synthetic method for the AlCl3-mediated one-pot preparation of 2-mercapto benzoheterocycles (2-mercapto benzothiazoles, benzoxazoles and benzimidazoles) is described. By the treatment of a series of S, O and N heteroatoms containing bifunctional molecules with sodium dimethyldithiocarbamate in AlCl3, the desired benzoheterocycles are obtained smoothly. The protocol can also be applied on the synthesis of a series of thiazolidine-2-thiones, imidazolidine-2-thiones. This novel synthetic approach has advantages such as ligand-free, high efficiency, short reaction time, readily available starting materials and simple experimental procedures.