高等学校化学学报 ›› 1995, Vol. 16 ›› Issue (5): 730.

• 论文 • 上一篇    下一篇

2,4-二羟基-3-芳氨基甲基苯乙酮和8-乙酰基-3-芳基-3,4-二氢-5-羟基-2H-1,3-苯并(口恶)嗪的合成及其相互转化

朱志宏, 徐秀娟   

  1. 北京师范大学化学系, 北京, 100875
  • 收稿日期:1994-05-26 修回日期:1995-01-15 出版日期:1995-05-24 发布日期:1995-05-24
  • 通讯作者: 徐秀娟
  • 作者简介:朱志宏,男,24岁,硕士研究生.

The Synthesis of 3-Arylaminomethyl-2,4-dihydroxyacetophenone or 8-Acetyl-3-aryl-3,4-dihydro-5-hydroy-2H-1,3-benzoxazine and Their Interconversion

ZHU Zhi-Hong, XU Xiu-Juan   

  1. Department of Chemistry, Beijing Normal University, Beijing, 100875
  • Received:1994-05-26 Revised:1995-01-15 Online:1995-05-24 Published:1995-05-24

摘要: 研究了在氯化氢-乙醇溶液或乙醇溶液中,2,4-二羟基苯乙酮与甲醛和芳胺的Mannich反应,分别得到了5个2,4-二羟基-3-芳氨基甲基苯乙酮和5个8-乙酰基-3-芳基-3,4-二氢-5-羟基-2H-1,3-苯并(口恶)嗪新化合物。用元素分析、IR、1HNMR、MS、UV确定了它们的结构,并成功地实现了2,4-二羟基-3-芳氨基甲基苯乙酮和8-乙酰基-3-芳基-3,4.二氢-5-羟基-2H-1,3-苯并(口恶)嗪二类化合物的转化。

关键词: Mannich反应, Mannich碱, 2, 4-二羟基-3-芳氨基甲基苯乙酮, 8-乙酰基-3-芳基-3, 4-二氢-5-羟基-2H-1, 3-苯并嗪, 4-二羟基苯乙酮

Abstract: The Mannich reaction of 2,4-dihydroxyacetophenone, 37% formaldehyde solution and arylamines has been studied in ethanolic-HCl solution or 95% ethyl alcohol. Two differ ent kinds of compounds are obtained. Five 3-arylamino-methyl-2,4-dihydroxy (5) and five sacetyl-3-aryl-3,4-di-hydro-5-hydroxy-2H-1, 3-benzoxazine (6) are prepared.All of them are first reported. The structures of sand 6 are deduced by elemental analysis,IR,1H NMR,MS and UV analysis. The interconversion between5and 6 has also been real ized successfully.

Key words: Mannich reaction, Mannich base, 3-Arylaminomethyl-2,4-dihydroxyace tophenone, 8-Acetyl-3-aryl-3,4-dihydro-5-hydroxy-2H-1,3-benzoxazine, 2,4-Dihydroxyacetophenone

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