Substituted 2-amino-1,3,4-thiadiazines: a novel solid-phase approach

Kilburn, John Paul; Lau, Jesper and Jones, Raymond C. F. (2002). Substituted 2-amino-1,3,4-thiadiazines: a novel solid-phase approach. Tetrahedron Letters, 43(18) pp. 3309–3311.

DOI: https://doi.org/10.1016/S0040-4039(02)00525-7

Abstract

A novel and facile strategy for synthesis of substituted 2-amino-1,3,4-thiadiazines on solid support is described. Resin bound isothiocyanate prepared from an immobilised primary amine and di-(2-pyridyl)thionocarbonate was reacted with hydrazine hydrate to form the intermediate thiosemicarbazide. Further reaction with a range of alpha-bromoketones followed by mild acidic cleavage from the solid support released the substituted 2-amino-1,3,4-thiadiazines in respectable yields and excellent purity. (C) 2002 Elsevier Science Ltd. All rights reserved.

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