有机化学 ›› 1998, Vol. 18 ›› Issue (2): 175-179. 上一篇    下一篇

研究论文

3,3-二{2,2-二[4-(N,N-二取代氨基)苯基]乙烯基}-4,5,6,7-四氯-2-苯并[c]呋喃酮的合成

王清文;孙才英;隋淑娟;刘志明;张学明;刘彦春   

  1. 东北林业大学化学系
  • 发布日期:1998-04-25

Synthesis of 3,3-bis[1,1-bis(4-disubstituted aminophenyl) ethylen-2-yl]-4,5,6,7-tetrachlorophthalides

WANG QINGWEN;SUN CAIYING;SUI SHUJUAN;LIU ZHIMING;ZHANG XUEMING;LIU YANCHUN   

  • Published:1998-04-25

在对甲苯磺酸存在下,采用1,1-二[4-(N,N-二取代氨基)苯基]乙烯(3)和四氯苯酐在乙酸酐溶液中的缩合反应合成了3,3-二{2,2-二[4-(N,N-二取代氨基)苯基]乙烯基}-4,5,6,7-四氯-2-苯并[c]呋喃酮(4),产率89~93%。3由4,4'-二(N,N-二取代氨基)二苯甲酮(1)与甲基碘化镁进行Grignard反应的产物经水解再脱水制得,产率85%~88.5%(以1为基准)。

关键词: 苯乙烯基, 苯乙烯 P, 格氏反应, 四氯苯 P, 对甲苯磺酸, 苯并呋喃 P, 苯酐 P, 呋喃酮 P, 有机合成, 缩合反应

3,3-Bis[1,1-bis(4-disubstituted aminophenyl)ethylen-2-yl]- 4,5,6,7-tetrachlorophthalides (4) were synthesized by the condensation of tetrachlorophthalic anhydride with 1,1-bis[4- disubstituted aminophenyl)ethylenes (3) in acetic anhydride in the presence of p-toluene-sulfonic acid, yields 89%~93%. Compound 3 were prepared by the dehydration of 1,1-bis(4- disubstituted aminophenyl)ethanols (2) which were synthesized by Grignard reaction of 4,4'-bis(N,N-disubstituted amino) benzophenones (1) with methyl magnesium iodide, yields 85%~88.5% (based on 1).

Key words: STYRYL GROUP, GRIGNARD REACTION, STYRENE P, FURANONE P, TETRACHLOROBENZENE P, PHTHALIC ANHYDRIDE P, BENZOFURAN P, CONDENSATION REACTION, ORGANIC SYNTHESIS, P-METHYLBENZENESULFONIC

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