¹H and ¹³C NMR study of 5‐substituted‐4‐ (arylidene)amino‐2,4‐dihydro‐3H‐1,2,4‐triazole‐3‐thiones and 6‐aryl‐3‐(D‐gluco‐ pentitol‐1‐yl)‐7H‐1,2,4‐triazolo[3,4‐b] [1,3,4]thiadiazines

Abstract

Five 5-substituted-4-(arylidene)amino-2,4-dihydro-3H-1, 2,4-triazole-3-thiones (2a-2e) and seven 6-aryl-3-(D-gluco-pentitol-1-yl)-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazines (3a-3g) were synthesized. The complete 1H and 13C NMR chemical shift assignments were analyzed on one- and two-dimensional NMR techniques, including DEPT, NOE-DIF, COSY, gHMBC, and gHSQC.

Crystal structure of 3-(2-ethoxyphenyl)-4-(1-phenylethylidene)amino- 1H-1,2,4-triazole-5-thione, C18H18N4OS

“…The C10-S1 bond length (1.677(3) Å) is far shorter than the regular covalent single C-S bond (1.819 Å). Though it is a bit longer than the S=C double bond (1.646(5) Å) [11], it exerts substantial doublebond character, which can be indirectly proved by 1 H NMR (d13ppm N 2-H) [12]. We consider the thion form as the more stable for the title molecule.…”

Synthesis and Biological Activities of Some Schiff's Bases from 4-amino-3-(3-hydroxybutyl)-1H-1, 2, 4-triazole-5-thione

“…Our group had synthesised some 1, 2, 4-triazoles and their derivatives with an aliphatic side chain containing hydroxyl groups at the 3-position and improved their water solubility successfully. [11][12][13] With all these considerations in mind, we have synthesised the title compounds.…”