CONVERSION OF THIOCARBAMATES TO CARBAMATES

Authors
TANDEL SK RAJAPPA S PANSARE SV
Citation
Sk. Tandel et al., CONVERSION OF THIOCARBAMATES TO CARBAMATES, Tetrahedron, 49(34), 1993, pp. 7479-7486
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
49
Issue
34
Year of publication
1993
Pages
7479 - 7486
Database
ISI
SICI code
0040-4020(1993)49:34<7479:COTTC>2.0.ZU;2-R
Abstract
Treatment of methyl N-methylthionocarbamate (2a) with a catalytic amou nt of iodine or conc. H2SO4 results in the unexpected formation of the isomer, methyl N-methylthiolcarbamate (3a) in 90% yield. This has sub sequently been transformed into methyl N-methylcarbamate (4a), by sodi um methoxide. A curious transformation of methyl N-methyldithiocarbama te (la) to (4a) on prolonged treatment with sodium methoxide is also d iscussed.