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化学学报
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化学学报 ›› 1958, Vol. 24 ›› Issue (2): 200-202. 上一篇    下一篇

论文

1,3-二羟基-2-萘甲酸乙酯与氨及苯氨的作用

黄耀曾1, 戴闺范2, 戴立信1   

  1. 1. 中国科学院有机化学研究所;
    2. 上海第一医学院 化学教研组
  • 投稿日期:1957-08-29 发布日期:2013-06-03

REACTIONS OF ETHYL 1, 3-DIHYDROXY-2-NAPHTHOATE WITH AMMONIA AND ANILINE

HUANG YAO-TSENG1, TAI KWEI-FAN2, TAI LI-HSIN1   

  1. 1. Institute of Organic Chemistry, Academia Sinica;
    2. Divisioo of Chemistry, First Medieal College of Shanghai
  • Received:1957-08-29 Published:2013-06-03

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在我们的工作中,需要知道含两个邻位羟基的芳香酸酯与氨作用的结果。据Metz-ner[1]报告,将1,3-二羟基-2-萘甲酸乙醋(Ⅰ)与浓氨水溶液在封管中作用,所得主要产物据称是氨基-羟基-萘甲酸乙酯(Ⅳ),熔点168—172°,氨基的位置未经指明。将Ⅰ与苯胺作用,据称得到的是3-苯氨基-1-羟基-2-萘甲酸乙酯(Ⅴ)。对於化合物Ⅳ及Ⅴ的结构,Metzner除元素分析外,均无其它证明,但分析并不符合。

The products obtained by the action of ethyl 1,3-dihydroxy-2-naphthoatc with ammcmia and aniline are shown to be 1,3-dihydroxy-2 naphthamide(Ⅱ) and 1,3-dihydroxy-2-naphthanilide (Ⅲ) respectively instead of ethyl 3-amino-1-hydroxy-2-naphthoate and ethyl 3-anilino-1-hydroxy-2-naphthoate,as originally assigned by Metzner.The amide(Ⅱ)forms dimethyl ether which can be dehydrated to the corresponding nitrile.