97759-70-1

Basic information

• Product Name: 3-chloro-N,2,2-trimethyl-3-phenylthiopropionamide
• CAS NO: 97759-70-1
• Molecular Weight: 257.784
• Mol File: 97759-70-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-chloro-N,2,2-trimethyl-3-phenylthiopropionamide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-chloro-N,2,2-trimethyl-3-phenylthiopropionamide(97759-70-1)
• EPA Substance Registry System: 3-chloro-N,2,2-trimethyl-3-phenylthiopropionamide(97759-70-1)

Safety Data

• Hazardous Substances Data: 97759-70-1(Hazardous Substances Data)

Upstream product

• 97759-64-3 N,N',2,2,2',2'-hexamethyl-3,3'-dithiodipropionamide 
• 97759-66-5 2,4,4-trimethylisothiazolidin-3-one 
• 63684-31-1 2,2,2',2'-tetramethyl-3,3'-dithiodipropionic acid 
• 209456-19-9 2,2,7,7-tetramethyl-4,5-dithia-octanedioyl chloride 
• 35040-68-7 2,2-dimethyl-3-mercaptopropanoic acid 
• 97759-68-7 5-chloro-2,4,4-trimethylisothiazolidin-3-one 
• 591-51-5 phenyllithium 

Relevant articles and documents

SYNTHESES OF β-LACTAMS BY RING CONTRACTION OF ISOTHIAZOLIDINONES

Several methods have been developed for the preparation of β-lactams from isothiazolidinones.Oxidation of 2-t-butyl-4,4-diphenyl- and 2,4,4-trimethyl-isothiazolidin-3-ones (4a) and (4b) with sulphuryl chloride afforded the 5-chloroisothiazolidinones (5a) and (5b), which were converted into 1-t-butyl-3,3-diphenyl- nd 1,3,3-trimethyl-4-phenylthioazetidin-2-ones (6a) and (6b) by treatment with phenyl-lithium.Alternatively, reaction of the isothiazolidinones (4a) and (4b) with phenyl-lithium gave N-t-butyl-2,2-diphenyl- and N,2,2-trimethyl-3-phenylthiopropionamides(12a) and (12b), which were transformed into the β-lactams (6a) and (6b) by halogenation at C-3, followed by treatment with potassium amide.These are examples of methods used to prepare β-lactams from isothiazolidinones.The verstility of these reactions and their relevance to penicilin biosynthesis is discussed.