| Autor: |
Balode, D. É., Valter, R. É, Valter, S. P. |
| Zdroj: |
Chemistry of Heterocyclic Compounds; December 1978, Vol. 14 Issue: 12 p1326-1328, 3p |
| Abstrakt: |
A number of N-monosubstituted 2-cyanobenzenesulfonamides (A) and their chain isomers — 2-substituted 3-iminobenzothiazoline 1,1-dioxides (B), which are formed as a result of intramolecular nucleophilic addition of the sulfonamido group to the C=N bond - were synthesized by acylation of primary amines with 2-cyanobenzenesulfonyl chloride. The inter conversions of the isomers -A ? B under alkaline-catalysis conditions and B?A under thermal conditions — were accomplished for the first time. The influence of the electronic and steric effects of the substituent attached to the nitrogen atom on the relative stabilities of the open and chain isomers was ascertained. The A?B equilibrium constants in solutions in a mixture of dioxane and triethylamine were determined by IR spectroscopy. |
| Databáze: |
Supplemental Index |
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