Reactions of asymmetric carbodiimides with azoimide
- 1 January 1979
- journal article
- Published by Institute of Organic Chemistry & Biochemistry in Collection of Czechoslovak Chemical Communications
- Vol. 44 (10) , 2982-2986
- https://doi.org/10.1135/cccc19792982
Abstract
Reaction of asymmetric aliphatic-aromatic and diaryl carbodiimides with HN3 leads to 1,5-disubstituted tetrazoles. Carbodiimides of general formula C6H5-N=C=N-R (R = alkyl) from an adduct at C=N bond exclusively at a less basic nitrogen, i.e. near phenyl whereas those with R = aryl afford a 1 : 1 mixture of products. 1H-NMR spectroscopy revealed an aminotetrazole-iminotetrazoline tautomerism of the prepared 1=phenyl-5-alkylaminotetrazoles, which undergo isomerization to 1-alkyl-5-anilinotetrazoles.Keywords
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