Thiocarbamate
Thiocarbamates are a family of organosulfur compounds. There are two isomeric forms of thiocarbamate esters: O-thiocarbamates, ROC(=S)NR2, and S-thiocarbamates, RSC(=O)NR2. O-thiocarbamates can isomerise to S-thiocarbamates, for example in the Newman-Kwart rearrangement.
Thiocarbamates can be synthesised by hydrolysis of thiocyanates:
Where R is aryl, this method is known as the Riemschneider thiocarbamate synthesis.
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