89024-23-7

Basic information

• Product Name: Propanamide, N-methyl-3-(phenylthio)-
• CAS NO: 89024-23-7
• Molecular Formula: C10H13NOS
• Molecular Weight: 195.285
• Mol File: 89024-23-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Propanamide, N-methyl-3-(phenylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanamide, N-methyl-3-(phenylthio)-(89024-23-7)
• EPA Substance Registry System: Propanamide, N-methyl-3-(phenylthio)-(89024-23-7)

Safety Data

• Hazardous Substances Data: 89024-23-7(Hazardous Substances Data)

Upstream product

• 591-51-5 phenyllithium 
• 1003-22-1 2-methyl-isothiazolidin-3-one 
• 108-98-5 thiophenol 
• 5219-65-8 acide phenylthio-3 propanoique 
• 74-89-5 methylamine 

Downstream Products

• 68960-65-6 1-methyl-4-phenylthioazetidin-2-one 
• 89024-25-9 N-methyl-cis-3-phenylsulfanylacrylamide 
• 89024-24-8 3-benzoyloxy-N-methyl-3-(phenylthio)propionamide 

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.