Spectral Study of the Reaction of Functionally Substituted Enehydrazides with Proton Donors

被引:0
|
作者
G. I. Sarapulova
L. G. Rozinova
V. G. Rozinov
V. E. Kolbina
机构
[1] Russian Academy of Sciences,Irkutsk Institute of Chemistry, Siberian Division
[2] Irkutsk State University,Institute of Petrochemical and Coal
来源
Russian Journal of Organic Chemistry | 2002年 / 38卷
关键词
Nitrogen Atom; Tetrachloride; Carbon Tetrachloride; Hydrazide; Spectral Study;
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摘要
Reactions of new enehydrazides, N',N'-dimethyl-N-vinylpropenohydrazide and N',N'-dimethyl-N-vinylbenzohydrazide with chloroform, phenol, and hydrogen chloride in carbon tetrachloride were studied by IR spectroscopy. In the first two cases, molecular complexes are formed between the hydrazide and proton donor. The reaction of N',N'-dimethyl-N-vinylpropenohydrazide with HCl results in formation of dihydropyrazole derivative which exists as a tautomeric mixture of the major lactam and minor lactim forms. N',N'-dimethyl-N-vinylbenzohydrazide reacts with hydrogen chloride to give protonated form in which proton is localized on the amino nitrogen atom. The structure of the initial compounds and the products was analyzed in terms of AM1 quantum-chemical calculations.
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页码:1266 / 1270
页数:4
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