학술논문
Synthesis of N-arylcarbamates with tetrazole fragment and some their derivatives.
Document Type
Article
Author
Source
Subject
*CARBAMATES synthesis
*TETRAZOLES
*CHEMICAL derivatives
*SODIUM azide
*DIMETHYLFORMAMIDE
*CHEMICAL reactions
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Language
ISSN
1070-4280
Abstract
Reactions of methyl(ethyl) N-(2-cyanophenyl)carbamates with sodium azide in dimethylformamide at 80-90°C in the presence of anhydrous CdCl afforded the corresponding N-arylcarbamates with a 1,2,3,4-tetrazole fragment. The acylation of methyl N-[2-(1 H-1,2,3,4-tetrazol-5-yl)phenyl]carbamate with acetic anhydride followed by the condensation of the obtained N-acyl derivative with thiophene-2-carbaldehyde in the KOH methanol solution led to the formation of methyl N-(2-{1-[3-(2-thienyl)-2-propenoyl]-1 H-1,2,3,4-tetrazol-5-yl}phenyl)carbamate. The reaction of cyclohexyl N-(4-aminophenyl)carbamate with a triethyl orthoformate and sodium azide in glacial AcOH yielded cyclohexyl N-[4-(1 H-1,2,3,4-tetrazol-1-yl)phenyl]carbamate. [ABSTRACT FROM AUTHOR]