N-Halogen Compounds of Cyanamide Derivatives. V. The Preparation and Reaction of<i>Δ</i><sup>4</sup>-1,2,4-Thiadiazolines
作者:Toshio Fuchigami、Keijiro Odo
DOI:10.1246/bcsj.48.310
日期:1975.1
the reaction of potassium methyl cyanoiminodithiocarbonate (I) with N-chloro compounds of O-alkylisoureas, guanidines, and guanylurethane. 2-Methoxyimidoyl-3-imino-5-methylthio-TDZ (IIa), with a reactive imidoether group, was converted into the 2-carbamoyl-TDZ derivative (V) by treatment with excess dry hydrogen chloride. The reaction of IIa with aliphatic amines gave 2-amidino-TDZ derivatives (IIIc–e)
通过甲基氰基亚氨基二硫代碳酸钾 (I) 与 O-烷基异脲、胍的 N-氯化合物反应,可轻松制备五种新的 Δ4-1,2,4-噻二唑啉 (TDZ)、IIa、b、IIIa、b 和 IV ,和胍基氨基甲酸酯。2-甲氧基亚氨酰基-3-亚氨基-5-甲硫基-TDZ (IIa),具有反应性亚胺醚基团,通过用过量干燥氯化氢处理转化为2-氨基甲酰基-TDZ衍生物(V)。在游离胺和胺盐酸盐(摩尔比,2:1)存在下,IIa 与脂肪胺的反应以良好的产率得到 2-脒基-TDZ 衍生物(IIIc-e)。讨论了这种酰胺化的机制。