CHEMISTRY OF CYANOACETYLENES .2. CYANOENAMINES THEIR PREPARATION AND REACTIONS

被引:24
作者
SASAKI, T
YOSHIOKA, T
SHOJI, K
机构
[1] Institute of Applied Organic Chemistry, Faculty of Engineering, Nagoya University, Chikusa-ku, Nagoya
来源
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1969年 / 07期
关键词
D O I
10.1039/j39690001086
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cyanoenamines were prepared by addition of cyclic secondary amines to cyanoacetylene. Acidic hydrolysis of 3-morpholinoacrylonitrile afforded formylacetic acid. Treatment of the same cyanoenamine with acyl chlorides gave, unexpectedly, 4-morpholinobutadiene-1,3-dicarbonitrile. Reactions of 3-aziridin-1-ylacrylonitrile with p-nitrobenzoic acid, sodium iodide in acetone, and sodium iodide in carbon disulphide afforded 2-(2-cyanovinylamino)ethyl p-nitrobenzoate, 3-(2,2-dimethyl-1,3-oxazolidin-1-yl)acrylonitrile, and 3-(2-thioxo-1,3-thiazolidin-1-yl)acrylonitrile, respectively.
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页码:1086 / &
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