化学学报 ›› 1957, Vol. 23 ›› Issue (2): 136-144. 上一篇    下一篇

论文

噻唑的研究Ⅳ.4,4’-二-氯代甲基-2,2’-雙噻唑的化學.六烷基2,2’-雙噻唑-4,4’-二甲基-二銨鹽的合成

纪育澧, 朱定彝   

  1. 中国医学科学院药物学系, 中国科学院化学研究所
  • 投稿日期:1956-12-07 发布日期:2013-06-03

THIAZELE RESEARCH Ⅳ. CHEMISTRY OF 4, 4’-DICHLOROMETHYL-2, 2’-DITHIAZOLYL. SYNTHESIS OF HEXAALKYL 2, 2’-DITHIAZOLYL-4, 4’-DIMETHYL DIAMMONIUM SALTS.

CHI YUOH-FONG, CHU TING-I   

  1. Department of Therapeutics, Academia Medica Sinica and Institute of Chemistry, Academia Sinica
  • Received:1956-12-07 Published:2013-06-03

1.二硫代乙二酰胺和1,3-二-氯代丙酮在丙酮中和在沉淀碳酸钙存在时缩合得4,4'-二-氯代甲基-2,2'-双噻唑。 2.4,4'-二-氯代甲基-2,2'-双噻唑的两个氯原子反应性能和一级烷基氯相同,能被(1)碘原子:(2)CH3COO-基团:(3)C6H4(CO)2N-基团:(4)(CH3)2N-基团,(5)基团,(6)C6H5O-基团,(7)p-CH3C6H4O-基团,(8)(C2H5)2N-基团所取代。 3.2,2'-双噻唑-4,4'-二甲基异硫脲二盐酸盐和氫氧化钾溶液共沸得2,2'-双噻唑-4,4'-二甲基二硫醇。 4.其季铵盐可由二法制得:(1)4,4'-二-氯代甲基-2,2'-双噻唑和三甲胺缩合产生二氯化六甲基2,2'-双噻唑-二甲基二铵。(2)4,4'-(N-四甲基-二-氨甲基)-2,2'-双噻唑和碘代甲烷生成二碘化六甲甚2,2'-双噻唑-4,4'-二甲基二铵;相似地-4,4'-(N-四乙基-二-氦甲基)-2,2'-双噻唑和碘代乙烷生成二碘化六乙基2,2'-双噻唑-4,4'-二甲基二铵。

Dithio-oxanude condensed with 1,3-dichloroacetone in acetone in the presence of precipitated calcium carbonate to form 4,4'-dichloromethyl-2,2'-dithiazolyl (I).It melted at 165°.The condensation between these two compounds was complicated by the formation of polymeric compound in case they were heated in ethanol at its boiling temperature.