97462-47-0

Upstream product

• 80716-60-5 N-allyl-α-chloro-N-methyl-α-(phenylthio)acetamide 
• 627-37-2 N-methyl-N-allylamine 
• 7031-27-8 (phenylthio)acetic acid chloride 

Downstream Products

• 122278-31-3 trans-1,4-dimethyl-3-phenylthiopyrrolidin-2-one 
• 122278-31-3 cis-1,4-dimethyl-3-phenylthiopyrrolidin-2-one 
• 122278-33-5 N-allyl-N-methyl-α,α-bis(phenylthio)acetamide 
• 80716-62-7 4-chloromethyl-N-methyl-3-(phenylthio)pyrrolidin-2-one 
• 80716-60-5 N-allyl-α-chloro-N-methyl-α-(phenylthio)acetamide 

Relevant academic research and scientific papers

Synthesis of Five-membered Lactams by α-Carbamoyl Radical Cyclisations

Free-radical cyclisation of N-allyl-α-carbamoyl radicals generated by tributyltin radical-mediated cleavage of carbon-chlorine or carbon-sulphur bonds has been studied in some detail.The radicals substituted at the α position by methylthio (phenylthio), c

Cationic Polar Cycloadditions of Phenylthionium Ions with Olefines: A New Route to Thiochromans

Reaction of 2-chloro-N,N-dimethyl-2-(phenylthio)acetamide (1a) with styrene in the presence of stannic chloride gave 3,4-dihydro-N,N-dimethyl-4-phenyl-2H-1-benzothiopyran-2-carboxamide.The same benzothiopyran was also obtained from N,N-dimethyl-2-(phenylsulfinyl)acetamide and styrene under the Pummerer reaction conditions, but in lower yield.Similarly, α-chlorosulfides derived from ethyl 2-(phenylthio)acetate, 2-(phenylthio)acetonitrile, 1-(phenylthio)-2-propanone, and thioanisole reacted with styrene to give the corresponding 4-phenylbenzothiopyrans in variable yields.The reaction of 1a with trans-stilbene gave the expected benzothiopyran derivative, but the reaction of 1a with 1,1-diphenylethylene and phenylacetylene showed some variation of the reaction course.This cycloaddition reaction was extended to the intramolecular case.A possible mechanism for the formation of the benzothiopyran is discussed.