ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Synthesis of N-glucosyl derivatives of 5-amino-1,2,3-thiadiazole and 5-substituted 2-amino-1,3,4-thiadiazole

M. Valentiny and A. Martvoň

Department of Organic Chemistry, Slovak Technical University, 812 37 Bratislava

Abstract: Oxidative cyclization of 4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)thiosemicarbazones with FeCl₃, afforded the corresponding N-glucosides having 2-amino-5-aryl-1,3,4-thiadiazoles as aglycons. The cycloaddn. of 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl isothiocyanate with CH2N2 gave 5-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylamino)-1,2,3-thiadiazole.

Full paper in Portable Document Format: 361a111.pdf

Chemical Papers 36 (1) 111–116 (1982)