80716-53-6

Upstream product

• 78698-19-8 α-(phenylthio)-N,N-dimethylacetamide 

Downstream Products

• 80716-54-7 4-Phenyl-thiochroman-2-carboxylic acid dimethylamide 
• 80716-54-7 cis-3,4-dihydro-N,N-dimethyl-4-phenyl-2H-1-benzothiopyran-2-carboxamide 
• 19303-32-3 1-methyl-1,3,3-triphenylindane 
• 97462-43-6 4,4-diphenyl-2-(phenylthio)-4-butanolide 
• 97462-44-7 N,N-dimethyl-4,4-diphenyl-2-(phenylthio)-3-butenamide 
• 80716-57-0 3,4-Diphenyl-thiochroman-2-carboxylic acid dimethylamide 
• 80716-57-0 3,4-dihydro-N,N-dimethyl-t-3,c-4-diphenyl-2H-1-benzothiopyran-r-2-carboxamide 
• 80716-58-1 N,N-dimethyl-4-phenyl-2H-1-benzothiopyran-2-carboxamide 
• 97462-46-9 2-(N,N-dimethylamino)-5-phenyl-3-(phenylthio)furan 
• 97462-45-8 4-chloro-N,N-dimethyl-4-phenyl-2-(phenylthio)-3-butenamide 

Relevant academic research and scientific papers

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.