Preparation of Methyl N-Substituted Carbamates from Amides through N-Chloroamides

Amides are chlorinated on the nitrogen using trichloroisocyanuric acid, and the N-chloroamides are then rearranged to the corresponding methyl N-substituted carbamates by sodium methoxide in methanol.

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Bibliographic Details
Published in:Synthetic communications 2005-08, Vol.35 (15), p.2091-2098
Main Authors: Hiegel, Gene A., Hogenauer, Tyrone J.
Format: Article
Language:English
Subjects:
Amides
methyl N-substituted carbamates
N-chloroamides
preparation
rearrangement
synthesis
trichloroisocyanuric acid
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Description
Summary:Amides are chlorinated on the nitrogen using trichloroisocyanuric acid, and the N-chloroamides are then rearranged to the corresponding methyl N-substituted carbamates by sodium methoxide in methanol.
ISSN:0039-7911
1532-2432
DOI:10.1081/SCC-200066695