STUDIES OF NITRILES .I. SYNTHESIS OF FUMARO- AND MALEONITRILE BY A NOVEL PYROLYTIC COUPLING REACTION

被引：6

作者：

HASHIMOTO, N

MATSUMURA, K

MORITA, K

机构：

[1] Chemical Research Laboratories, Research and Development Division, Takeda Chemical Industries, Ltd., Juso, Osaka

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1969年 / 34卷 / 11期

关键词：

D O I：

10.1021/jo01263a043

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

It was found that the pyrolysis of monohalogenoacetonitriles at 800-1000° under reduced pressure resulted in a novel pyrolytic coupling reaction to yield fumaro- and maleonitrile in 50-60% yields. Further refinements of the reaction led to a single-step synthesis of fumaro- and maleonitrile from acetonitrile and chlorine. Similarly, the pyrolysis of di- and trichloroacetonitrile and the mixed pyrolysis of chloroacetonitriles and acetonitrile were studied. Discussions are given on the mechanism of these reactions. © 1969, American Chemical Society. All rights reserved.

引用

页码：3410 / +

页数：1

共 37 条

[1]

BAUER H, 1885, LIEBIGS ANN CHEM, V229, P163

[2]

BLOMQUIST AT, 1945, J ORG CHEM, V10, P155

[3]

BRINTZINGER H, 1948, ANGEW CHEM-GER EDIT, V60, P311

[4]

CASS OW, 1944, Patent No. 2443494

[5] SYNTHESES OF DICYANOACETYLENE [J].

CIGANEK, E ;

KRESPAN, CG .

JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (02) :541-&

[6]

DEWOLF J, 1935, B CLASSE SCI ACAD RO, V21, P216

[7]

DEWOLF J, 1935, B SOC CHIM BELG, V44, P288

[8]

Dixon J. K, 1951, U. S. Patent, Patent No. 2553406

[9]

HENRY JP, 1964, Patent No. 3121735

[10]

HOCHWALT CA, 1946, Patent No. 2399349

← 1 2 3 4 →