Organic letters

Synthesis of S-(2-Thioxo-1, 3-dithiolan-4-yl) methyl Dialkylcarbamothioate and S-Thiiran-2-ylmethyl Dialkylcarbamothioate via Intermolecular O− S Rearrangement in …

N Lal, L Kumar, A Sarswat, S Jangir, VL Sharma

Index: Lal, Nand; Kumar, Lalit; Sarswat, Amit; Jangir, Santosh; Sharma, Vishnu Lal Organic Letters, 2011 , vol. 13, # 9 p. 2330 - 2333

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Citation Number: 15

Abstract

A facile synthesis of S-(2-thioxo-1, 3-dithiolan-4-yl) methyl dialkylcarbamothioates (3) and S- thiiran-2-ylmethyl dialkylcarbamothioate (5) has been reported by the reaction of 5- (chloromethyl)-1, 3-oxathiolane-2-thione (1) with sodium dialkylcarbamodithioate (2) and dialkylamine (4), respectively, through intermolecular O− S rearrangement in water. A plausible mechanism of formation of the title compounds has also been proposed.