2942-10-1

Basic information

• Product Name: 6-CHLOROBENZOTHIAZOLE
• Synonyms: 6-CHLOROBENZOTHIAZOLE;Benzothiazole, 6-chloro- (6CI,7CI,8CI,9CI);6-Chloro-1,3-benzothiazole;Benzothiazole,6-chloro-;6-Chlorobenzo[d]thiazole;6-Chlor-benzothiazol
• CAS NO: 2942-10-1
• Molecular Formula: C₇H₄ClNS
• Molecular Weight: 169.63
• Product Categories: BENZOTHIAZOLE
• Mol File: 2942-10-1.mol

Chemical Properties

• Melting Point: 41 °C
• Boiling Point: 267.8 °C at 760 mmHg
• Flash Point: 115.8 °C
• Appearance: /
• Density: 1.435 g/cm³
• Vapor Pressure: 0.0131mmHg at 25°C
• Refractive Index: 1.695
• Storage Temp.: 2-8°C
• PKA: 0.21±0.10(Predicted)
• CAS DataBase Reference: 6-CHLOROBENZOTHIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLOROBENZOTHIAZOLE(2942-10-1)
• EPA Substance Registry System: 6-CHLOROBENZOTHIAZOLE(2942-10-1)

Safety Data

• Hazardous Substances Data: 2942-10-1(Hazardous Substances Data)

Usage

Chemical Properties

White solid

InChI:InChI=1/C7H4ClNS/c8-5-1-2-6-7(3-5)10-4-9-6/h1-4H

Upstream product

• 23474-98-8 2-amino-5-chlorobenzenethiol 
• 68-12-2 N,N-dimethyl-formamide 
• 124-38-9 carbon dioxide 

Downstream Products

• 154558-90-4 6-chloro-2-(4-methoxyphenyl)benzo[d]thiazole 
• 77333-64-3 2-(4-bromophenyl)-6-chlorobenzothiazole 
• 95-24-9 6-chloro-2-aminobenzothiazole 
• 99580-39-9 2-(benzylsulphanyl)-6-chloro-1,3-benzothiazole 
• 101078-59-5 6-chloro-2-(p-tolyl)benzo[d]thiazole 
• 51618-29-2 6-chloro-2-mercaptobenzothiazole 
• 7466-32-2 6-chloro-2-phenylbenzo[d]thiazole 
• 63754-98-3 6-chloro-N-methyl-2(3H)-benzothiazolone 
• 1242288-73-8 6-chloro-2-(2-fluorophenyl)benzo[d]thiazole 
• 33509-76-1 1-(6-chlorobenzo[d]thiazol-2-yl)ethan-1-one 
• 1617537-49-1 1-benzyl-3-(6-chlorobenzo[d]thiazol-2-yl)quinolin-4(1H)-one 
• 1189350-90-0 6-chloro-2-(phenylthio)-1,3-benzothiazole 
• 1569261-59-1 6-chloro-2-(phenylselanyl)benzo[d]thiazole 
• 924708-78-1 2-(tert-butyl)-6-chlorobenzo[d]thiazole 

Relevant articles and documents

Synthesis of benzothiazoles from 2-aminobenzenethiols in the presence of a reusable polythiazolium precatalyst under atmospheric pressure of carbon dioxide

Synthesis of benzothiazoles from 2-aminobenzenethiols and carbon dioxide was carried out using poly(3,4-dimethyl-5-vinylthiazolium) iodide as a precatalyst to in situ generation of NHCs by deprotonation. The reaction was successfully carried out under mild conditions (1 atm of CO2 and 60–70 °C) with a broad substrate scope and functional group tolerance. The precatalyst salt was recovered and reused for several times without any loss of activity.

Atmospheric CO2 promoted synthesis of N-containing heterocycles over B(C6F5)3 catalyst

B(C6F5)3 combined with atmospheric CO2 was found to be highly effective for the cyclization of ortho-substituted aniline derivatives with N,N-dimethylformamide (DMF), and a series of N-containing heterocycles including benzothiazoles, benzimidazoles, quinazolinone and benzoxazole were obtained in good to excellent yields.

Ionic Liquid-Catalyzed C-S Bond Construction using CO2 as a C1 Building Block under Mild Conditions: A Metal-Free Route to Synthesis of Benzothiazoles

The construction of the C-S bond using CO2 as a C1 feedstock can be considered as a green route for the synthesis of S-containing compounds and is of great significance. Herein, we report the acetate-based ionic liquids (ILs)-catalyzed synthesis of benzothiazoles via cyclization of 2-aminothiophenols with CO2 and hydrosilane under mild conditions (e.g., 60 °C, 0.5 MPa). It was found that the IL (e.g., 1-butyl-3-methylimidazolium acetate, [Bmim][OAc]) served as a multifunctional catalyst with activating CO2 and hydrosilane to form a formoxysilane intermediate, as well as simultaneously activating 2-aminothiophenols through a hydrogen bond, finally resulting in the production of benzothiazoles. [Bmim][OAc] showed the best performance, and a series of benzothiazoles were obtained in high yields. To the best of our knowledge, this is the first protocol for the synthesis of benzothiazoles using CO2 as a C1 building block under metal-free and mild conditions.