42825-78-5

Basic information

• Product Name: 2-(chloromethyl)-5,6-dihydro-N-phenyl-1,4-oxathiin-3-carboxamide
• Synonyms: 2-(chloromethyl)-5,6-dihydro-N-phenyl-1,4-oxathiin-3-carboxamide
• CAS NO: 42825-78-5
• Molecular Weight: 269.752
• Mol File: 42825-78-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-(chloromethyl)-5,6-dihydro-N-phenyl-1,4-oxathiin-3-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(chloromethyl)-5,6-dihydro-N-phenyl-1,4-oxathiin-3-carboxamide(42825-78-5)
• EPA Substance Registry System: 2-(chloromethyl)-5,6-dihydro-N-phenyl-1,4-oxathiin-3-carboxamide(42825-78-5)

Safety Data

• Hazardous Substances Data: 42825-78-5(Hazardous Substances Data)

Upstream product

• 67980-06-7 α-(2-methyl-1,3-oxathiolan-2-yl)acetanilide 
• 5234-68-4 5,6-dihydro-2-methyl-N-phenyl-1,4-oxathiin-3-carboxamide 
• 110512-33-9 2,3-dichloro-2-methyl-1,4-oxathiin-3-carboxanilide 

Relevant articles and documents

Formation of bicyclic β-lactams from dichloro-1,4-oxathiane-3- carboxanilides: Nucleophilic substitution of nitrogen on anomeric carbon

Transformation of dichloro-1,4-oxathiane anilides (2) to bicyclic β- lactam (5) is described. In the presence of sodium hydride, an intramolecular nucleophilic substitution of nitrogen to anomeric carbon of 2 gave (1R*, 6R*)-1-chloro-6-methyl-7-phenyl-5-oxa-2-thia-7-azabicyclo[4,2,0]octan-8-ones (5). The reason for facile displacement at C-2 is attributable to neighboring group participation of sulfur and C-2 is anomeric. Plausible mechanisms for the formation of 2-chloromethyl-5,6-dihydro-N-phenyl-1,4-oxathiin-3- carboxyamide (4) under the neutral conditions, or 2,3-dihydroxy-2-methyl-N- phenyl-1,4-oxathiane-3, carboxyamide (9) in aqueous solution, or bicyclic β- lactam (5) in the presence of sodium hydride were proposed.