1036627-85-6

Basic information

• Product Name: N‐(2‐chlorobenzyl)benzo[d]thiazol‐2‐amine
• Synonyms: N‐(2‐chlorobenzyl)benzo[d]thiazol‐2‐amine
• CAS NO: 1036627-85-6
• Molecular Weight: 274.774
• Mol File: 1036627-85-6.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: N‐(2‐chlorobenzyl)benzo[d]thiazol‐2‐amine(CAS DataBase Reference)
• NIST Chemistry Reference: N‐(2‐chlorobenzyl)benzo[d]thiazol‐2‐amine(1036627-85-6)
• EPA Substance Registry System: N‐(2‐chlorobenzyl)benzo[d]thiazol‐2‐amine(1036627-85-6)

Safety Data

• Hazardous Substances Data: 1036627-85-6(Hazardous Substances Data)

Upstream product

• 136-95-8 2-amino-benzthiazole 
• 89-97-4 2-CHLOROBENZYLAMINE 
• 107135-19-3 N’-(2-chlorobenzylidene)-4-methylbenzenesulfonohydrazide 
• 103-72-0 phenyl isothiocyanate 
• 17849-38-6 2-Chlorobenzyl alcohol 

Relevant articles and documents

Copper-catalyzed one-pot coupling reactions of aldehydes (ketones), tosylhydrazide and 2-amino(benzo)thiazoles: An efficient strategy for the synthesis of N-alkylated (benzo)thiazoles

An efficient and practical C–N bond formation methodology for the synthesis of N-alkylated (benzo)thiazoles was developed, via the copper-catalyzed one-pot two-step reactions of 2-amino(benzo)thiazoles and aldehydes (ketones) with tosylhydrazide. This cross-coupling reaction proceeded smoothly and tolerated a broad range of functional groups (46 examples). A variety of functionalized N-alkylated (benzo)thiazoles were obtained in moderate to high yields. Notably, gram-scale synthesis of fanetizole (anti-inflammatory drug) was also realized through this protocol.

Synthesis method of 2-aminobenzothiazole compounds

The invention discloses a preparation method of 2-aminobenzothiazole compounds. The 2-aminobenzothiazole compounds is prepared from the following steps of dissolving phenyl/naphthalene isothiocyanateand primary amine into a solvent, adding a catalyst iodine and an oxidant, carrying out one-pot multi-step tandem reaction to prepare the 2-aminobenzothiazole compounds under the temperature of 80 to 150 DEG C. The synthesis method has the advantages that raw materials are cheap and easily available, the reaction condition is mild, the substrate application range is broad, atom economy is high, requirements of green chemical are met, and a novel method which is economical and practical and green and environmentally friendly is provided for synthesis of the 2-aminobenzothiazole compounds.

Structure-dependent tautomerization induced catalyst-free autocatalyzed N-alkylation of heteroaryl amines with alcohols

Catalyst-free autocatalyzed dehydrative N-alkylation reactions of 2-aminobenzothiazoles, 2-aminopyrimidines, and 2-aminopyrazine with primary and secondary alcohols have been achieved for efficient, practical, and green synthesis of the versatile heteroaryl amine derivatives. These reactions were interestingly induced by structure-dependent tautomeric equilibria of the heteroaryl amines via MPV-O transfer hydrogenation of the imino tautomers by alcohols to give aldehydes as the key initiating step.