139670-05-6

Basic information

• Product Name: (2-Bromo-4-chloro-thiazol-5-yl)-diphenyl-methanol
• CAS NO: 139670-05-6
• Molecular Weight: 380.692
• Mol File: 139670-05-6.mol

Chemical Properties

• CAS DataBase Reference: (2-Bromo-4-chloro-thiazol-5-yl)-diphenyl-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (2-Bromo-4-chloro-thiazol-5-yl)-diphenyl-methanol(139670-05-6)
• EPA Substance Registry System: (2-Bromo-4-chloro-thiazol-5-yl)-diphenyl-methanol(139670-05-6)

Safety Data

• Hazardous Substances Data: 139670-05-6(Hazardous Substances Data)

Upstream product

• 57314-10-0 2,5-dibromo-4-chlorothiazole 
• 119-61-9 benzophenone 

Relevant articles and documents

Azoles. Part 8. Metallation and Bromine -> Lithium Exchange Reactions of Polyhalogenothiazoles

2,4-Dichloro- and 2,4-dibromo-thiazole were deprotonated at position-5 with LiN(iPr)2 in THF at -78 deg C and the resulting lithium compound was quenched with various reagents, to yield various trisubstituted thiazoles. 2,5-Dibromo-4-chlorothiazole reacted with n-butyllithium in THF at -78 deg C at position-5 and the resulting lithium derivative gave 2-bromo-4-chloro-5-substituted thiazoles when quenched with the appropriate reagent.Both the 2- and 5-bromine-atoms were reactive in diethyl ether. 2,5-Dibromothiazole failed to deprotonate at position-4 under various reaction conditions, whereas treatment of 2,4,5-tribromothiazole with 1 mole equivalent of n-butyllithium in THF at -90 deg C, followed by addition of dimethyl disulfide after 30 min, gave a high yield of the 2,5-bis(methylthio)-compound.The tribromo-compound was also treated with 1 mole equivalent of n-butyllithium or methyllithium under various reaction conditions and the products formed after hydrolysis were analysed by 1H NMR spectroscopy.The 5-bromine-atom is the most reactive and greater selectivity is obtained with methyllithium.