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有机化学 ›› 2004, Vol. 24 ›› Issue (5): 567-571. 上一篇    下一篇

研究简报

2-氨基-5-取代-1,3,4-噻二唑与2-氯代-1-(2,4-二氯苯基)乙酮的反应研究

李明a,c, 文丽荣b, 付维军b, 于永良b, 胡方中a, 杨华铮*,a   

  1. a南开大学元素有机化学国家重点实验室 天津 300071
    b青岛科技大学化学与分子工程学院 青岛 266042
    c兰州大学应用有机化学国家重点实验室 兰州 730000
  • 收稿日期:2003-01-03 修回日期:2003-07-03 接受日期:2003-12-06 发布日期:2022-09-20
  • 基金资助:
    国家自然科学基金(No. 20172031)和山东省自然科学基金(No. Y2003B01)资助项目.

Study on the Condensation of 2-Amino-5-substitutent-1,3,4-thiadiazole with 2-Chloro-1-(2,4-dichlorophenyl)ethanone

LI, Minga,c, Wen, Li-Rongb, FU, Wei-Junb, YU, Yong-Liangb, HU, Fang-Zhonga, YANG, Hua-Zheng*,a   

  1. aState Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071
    bCollege of Chemistry and Molecular Engineering, University of Science and Technology of Qingdao, Qingdao 266042
    cState Key Laboratory of Applied Organic Chemistry, Lanzhou University,Lanzhou 730000
  • Received:2003-01-03 Revised:2003-07-03 Accepted:2003-12-06 Published:2022-09-20
  • Contact: *E-mail: yanghz@126.com

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2-氨基-5-烷基/芳基1,3,4-噻二唑与2-氯代-1-(2',4'-二氯苯基)乙酮在热乙醇中反应生成一系列2-烷基/芳基-6-(4,4-二氯)苯基咪唑并[2-1-b]-1,3,4-噻二唑.产物通过元素分析, IR, 1H NMR,　13C NMR及MS分析,化合物5g的X衍射晶体结构分析表明,产物的芳基是在咪唑并[2-2-b]-1,3,4-噻二唑的6-位而不在5-位.

关键词: 合成, 晶体结构, 咪唑并[2-1-b]-1,3,4-噻二唑

A series of the title compounds 2-alkyl/aryl-6-(2',4'-dichlorophenyl)imidazo[2,1-b]-1,3,4-thiadiazoles wereprepared by the condensation of 2-amino-5-alkyl/aryl-1,3,4-thiadiazoles with 2-chloro-1-(2,4-dichlorophenyl)-ethone in the presence of hot ethanol inone step. Their structures were characterized by elemental analyses, IR, 1H NMR, 13C NMR and MS. The X-ray crystallography analysis of the compound 5g indicates that the aryl group is atthe 6-position in the imidazo[2,1-b]-1,3,4-thiadiazoles rather than at the 5-position of the isomer 6.

Key words: synthesis, crystal structure, imidazo[2,1-b]-1,3,4-thiadiazole