Reactions of 4, 5-dihydro-2-thiazolamine with phenyl isothiocyanate and phenyl isocyanate: a reinvestigation

CR Rasmussen, FJ Villani Jr, MS Mutter…

Index: Rasmussen, C. R.; Villani, F. J.; Mutter, M. S.; Griffin, E. A. Journal of Organic Chemistry, 1986 , vol. 51, # 10 p. 1910 - 1912

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Citation Number: 11

Abstract

In 1928, Fromm and Kapeller-Adler reported the reaction of 4, 5-dihydro-2-thiazolamine (1) with phenyl isothiocyanate under" starker Kuhlung" conditions, which initially produced the unstable 2-imino-N-phenyl-3-thia-zolidinecarbothioamide (2). l Fromm et al. hypothesized that 2 rearranged during the heating process to N-phenyl-N'-2-thiazolidinylidenethiourea (3), which melted at a higher temperature. Klayman, Maul, and Milne were unable to repeat ...