Unusual reaction of 1,4-diamino-2-nitrobenzene derivatives toward nucleophiles: Catalysis by sodium sulphite

被引:8
作者
Forlani, L
Boga, C
Mazza, M
Cavrini, V
Andrisano, V
机构
[1] Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy
[2] Univ Bologna, Dipartimento Sci Farmaceut, I-40126 Bologna, Italy
关键词
D O I
10.1016/S0040-4020(98)00181-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Unusual substitution of amino group occurs by reactions of some 1,4-diamino-2-nitrobenzenes (semipermanent hair dyes) and nucleophiles (NH3, H2O). The reaction is catalyzed by sodium sulfite. The obtained products are suspected of being toxic substances which may he present in cosmetic matrices. Apparently, this reaction is a nucleophilic aromatic substitution hut it may be explained by a mechanism involving a tautomeric form of substrate. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4647 / 4654
页数:8
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