REACTION OF 9-NITROANTHRACENE WITH SODIUM CYANIDE IN DIMETHYLFORMAMIDE

被引:22
作者
LANDOLT, RG
SNYDER, HR
机构
[1] Department of Chemistry and Chemical Engineering, University of Illinois, Urbana
关键词
D O I
10.1021/jo01265a082
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The interaction of 9-nitroanthracene with sodium cyanide in DMF at room temperature gives a solution which exhibits an electron paramagnetic resonance signal and from which a series of products, including 9-cyano-10-nitroanthracene, 9-amino-10-cyanoanthracene, 9,10-dicyanoanthracene, 9-cyano-10-anthranol, and 9-cyano-10-anthrone can be isolated. Product distributions under a variety of reaction conditions have been studied. Product formation is discussed in terms of oxidation-reduction of a Meisenheimer adduct and nucleophilic substitution. © 1968, American Chemical Society. All rights reserved.
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页码:403 / &
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