化学学报 ›› 1963, Vol. 29 ›› Issue (2): 147-148. 上一篇    

研究简报

邻硝基苯胺的水解

梁曉天   

  1. 中国医学科学院药物研究所
  • 投稿日期:1962-07-31 发布日期:2013-06-03

THE HYDROLYSIS OF o-NITROANILINES

LIANG XIAO-TIAN   

  1. Institute of Materia Medica, Chinese Academy of Medical Sciences
  • Received:1962-07-31 Published:2013-06-03

Tishler等曾用10%氢氧化纳溶液与2-硝基-4-氯代苯基脲(Ⅰ)相混,在蒸气浴上搅拌加热六十小时得一澄清溶液,冷却酸化,析出黄色产物,熔点85-86°,产率约53%,乙醇中重结晶后熔点为87°。

Prolonged heating of 2-vitro-4-chlorophenylurea (I) with aqueous alkali has been reported[1] to yield the corresponding isocyanate (Ⅱ).However, the experimental conditions employed should not have led to the formation of such a structure, since an isocyanate would be too reactive to have survived the drastic alkali treatment.By similar treatment, we obtained from 2-vitro-4-chlorophenylurethan a product melting at the same temperature (87°) as the alleged isocyanate, but was definitely identified as 2-vitro-4-chlorophenol.Similar treatment of 2-vitro-4-chloroaniline and o-nitroaniline invariably led to the formation of the corresponding phenols, Tishler et al.might have been misled by the nitrogen analysis reported, which is possibly erroneous.The phenol was formed by hydrolytic removal of the amino function, which must be strongly activated by the o-vitro group.