Thiadiazoles and thiadiazolines. Part 1. Reaction of thiourea and ethylenethiourea with chlorodiazabutadienes: a new route to 4-amidino-1,3,4-thiadiazolines
作者:Syed H. Askari、Stephen F. Moss、David R. Taylor
DOI:10.1039/p19810000360
日期:——
1-Chloro-1,4-diaryldiazabutadienes (1) react with thiourea to give hydrochlorides of 4-amidino-2,5-diaryl-Δ2-1,3,4-thiadiazolines from which the corresponding free bases (2) are obtained by treatment with cold alkali. Imidazolidine-2-thione (ethylenethiourea) reacts similarly with the chlorodiazabutadienes (1a,b) to give, after treatment with cold alkali, 4-(4,5-dihydroimidazolin-2-yl)-2,5-diaryl-Δ2-1
1-氯-1,4- diaryldiazabutadienes(1)与硫脲反应,得到盐酸盐的4-脒基-2,5-二芳基Δ 2从相应的游离碱获得(2)-1,3,4-噻二唑类用冷碱处理。咪唑烷-2-硫酮(亚乙基硫脲)与chlorodiazabutadienes(1A,b)同样反应,得到,处理后用冷的碱,4-(4,5- dihydroimidazolin -2-基)-2,5-二芳基Δ 2 - 1,3,4-噻唑啉(6a,b)。在过量的硼氢化钠存在下,(1a)与硫脲的反应产生了一些N 2-苄硫基苯甲酰肼(12),与中间亚胺离子的捕获相容。建议了这些反应的机制。