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Communication | Regular issue | Vol 31, No. 9, 1990, pp.1601-1604
Published online, 1st January, 1970
DOI: 10.3987/COM-90-5524
The Reaction of 3-Substituted 2-(N-Cyanoimino)thiazolidine Derivatives with Hydrazine: Novel Synthesis of Triazoles

Chuzo Iwata,* Michitaro Fujimoto, Shigeha Okamoto, Chihiro Nishihara, Masatoshi Sakae, Masanori Katsurada, Mayumi Watanabe, Tetsuya Kawakami, Tetsuaki Tanaka, and Takeshi Imanishi

*Faculty of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565, Japan


The reaction of 3-subsituted 2-(N-cyanoimino)thiazolidine (NCT) derivatives with hydrazine hydrate afforded two types of 1,2,4-triazoles via a selective C2-S or C2-N3 bond fission, in which the selectivity was controlled by the N3-substituent.