81812-49-9Relevant articles and documents
SYNTHESIS AND SOME REACTIONS OF GLYCOSYL ISOTHIOCYANATES
Tashpulatov, A. A.,Rakhmatullaev, I.,Afanas'ev, V. A.,Ismailov, N.
, p. 1707 - 1710 (2007/10/02)
Peracetylglycosyl isothiocyanates were obtained by the nucleophilic substitution of glycosyl halides with potassium thiocyanate under the conditions of phase-transfer catalysis in the presence of quaternary ammonium salts.The reaction of glycosyl isothiocyanates with furfurylamine, benzylamine, and 1,2- and 1,3-amino alcohols gives the corresponding N-substituted glycosylthioureas.When treated with hydrazine hydrate, 1-isothiocyanato-1-deoxy-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose gives 4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-thiosemicarbazide, which in reaction with 5-substituted furancarbaldehydes gives the corresponding acetylglycopyranosylthiosemicarbazones of these aldehydes.The products were also obtained with high yields by the reaction of glycosyl isothiocyanates with furfural and 5-nitrofurfural hydrazones.