130161-15-8

Basic information

• Product Name: Thiazole, 4-bromo-2,5-diphenyl-
• CAS NO: 130161-15-8
• Molecular Formula: C15H10BrNS
• Molecular Weight: 316.221
• Mol File: 130161-15-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Thiazole, 4-bromo-2,5-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Thiazole, 4-bromo-2,5-diphenyl-(130161-15-8)
• EPA Substance Registry System: Thiazole, 4-bromo-2,5-diphenyl-(130161-15-8)

Safety Data

• Hazardous Substances Data: 130161-15-8(Hazardous Substances Data)

Upstream product

• 2227-79-4 benzenecarbothioamide 
• 53715-67-6 5-bromo-2-phenyl-1,3-thiazole 
• 425392-46-7 5-chloro-2-phenylthiazole-4-carboxylic acid ethyl ester 
• 3704-40-3 2,5-diphenyl-1,3-thiazole 
• 98-80-6 phenylboronic acid 
• 97469-74-4 N-thiobenzoyl-2-phenylethylamine 

Downstream Products

• 130161-20-5 (2,5-Diphenyl-thiazol-4-yl)-phenyl-acetonitrile 
• 2104-11-2 2,4,5-triphenylthiazole 
• 143031-98-5 Benzenesulfonyl-(2,5-diphenyl-thiazol-4-yl)-acetonitrile 

Relevant articles and documents

Solar photo-thermochemical syntheses of 4-bromo-2,5-substituted oxazoles from N-arylethylamides

Solar photo-thermochemical C(sp3)-H bromination, conducted efficiently in a specially designed reactor, was reported recently. In the present study, the more complex formation of 4-bromo-2,5-substituted oxazoles from N-arylethylamides using this approach was achieved. The one-pot syntheses were carried out with N-bromosuccinimide-dichloroethane over 6 h (10.00 am to 4.00 pm) on sunny days. The isolated yields were in the range 42-82%. Benzylic bromination, followed by O-C bond formation through intramolecular nucleophilic substitution, and a second benzylic bromination followed by HBr elimination, gave the oxazole ring. A third bromination of the ring yielded the final product. The feasibility of synthesizing thiazole derivatives using a similar approach was also demonstrated. During the course of the reactions, succinimide and HBr were co-generated in the aqueous phase. Treatment with NaBrO3 and additional acid returned the reagent in 57% isolated yield upon chilling. The overall methodology was greener as a result.

Regiocontrolled Synthesis of Substituted Thiazoles

(Formula Presented) The regiocontrolled synthesis of 2,5-disubstituted and 2,4,5-trisubstituted thiazoles from ethyl 2-bromo-5-chloro-4-thiazolecarboxylate 1 using sequential palladium-catalyzed coupling reactions is described.