Journal of Organic Chemistry p. 1475 - 1479 (1990)
Update date:2022-09-26
Topics: Synthesis Characterization Experimental
Schroll, Alayne L.
Eastep, Steven J.
Barany, George
(Methoxy(thiocarbonyl))sulfenyl chloride (1), a previously elusive compound, has now been generated by cleavage of methoxy(thiocarbonyl) N-methyl-N-phenylamino sulfide (7) with gaseous hydrogen chloride.The sulfenyl chloride 1 had limited stability and was characterized by trapping with O,O'-dimethyl thiocarbonate or with methanethiol to yield (methoxycarbonyl)(methoxy(thiocarbonyl))disulfane (8) or (methoxy(thiocarbonyl))methyldisulfane (9), respectively.Chlorination of acetyl methoxy(thiocarbonyl) sulfide (6) could be arrested at 1 plus acetyl chloride, and further chlorination of 1 provided (methoxydichloromethyl)disulfanyl chloride (5).
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