Mechanism of hydrolysis of substituted N-thiazolylcarbamate esters in OH- solutions

Author:

Araújo M. Eduarda M.1,Norberto Fátima12,Pamplona Teresa1,Iley Jim3

Affiliation:

1. CQB and Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade de Lisboa, Campo Grande, 1749-016 Lisboa, Portugal

2. Departamento de Ciências da Saúde, Universidade Lusófona, 1749-024 Lisboa, Portugal

3. Chemistry Department, The Open University, Milton Keynes MK7 6AA, UK

Abstract

Substituted secondary N-thiazolylcarbamate esters and some tertiary N-methyl, N-thiazolyl carbamate esters have been synthesised and the mechanism of the OH- catalysed hydrolyses investigated. These proved to be E1cB and BAc2 respectively, and this behaviour was compared with that of other carbamates.

Publisher

SAGE Publications

Subject

General Chemistry

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3. Reactions of Carboxylic, Phosphoric and Sulfonic Acids and their Derivatives;Organic Reaction Mechanisms · 2006;2010-05-06

4. PhenylN-(1,3-thiazol-2-yl)carbamate;Acta Crystallographica Section E Structure Reports Online;2009-06-06

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