Crystal structure of a 1,1,2,2-tetrachloroethane-solvated hydrazinecarbothioamide compound

Abstract

The title compound, [(1-{4-[2-(2,4-dihydroxyphenyl)diazen-1-yl]phenyl}ethyl-idene)amino]thiourea, 1,1,2,2-tetrachloroethane monosolvate, C 15 H 15 N 5 O 2 SÁ-C 2 H 2 Cl 4 , was prepared from 4-(4-acetylphenyldiazendiyl)resorcinol and thiosemicarbazide and recrystallized from mixed solvents of tetrachloroethane and n-hexane. 1 H NMR and X-ray diffraction data are in support of the thione tautomeric form. The X-ray analysis shows the molecule crystallizes as a zwitterion, with proton transfer from the nominal phenol to the azide group; the N-N bond length is 1.291 (5) Å , and an intramolecular N-HÁ Á ÁO hydrogen bond is formed. In the crystal, N-HÁ Á ÁO, N-HÁ Á ÁN and O-HÁ Á ÁS hydrogen bonds connect the molecules into a three-dimensional network. The tetrachloroethane solvent molecules are linked to this network through weak C-HÁ Á ÁO linkages.

Synthesis, Biological Evaluation, and Molecular Docking of Novel Thiazoles and [1,3,4]Thiadiazoles Incorporating Sulfonamide Group as DHFR Inhibitors

“…The spectral data (IR, 1 H‐NMR, 13 C‐NMR, MS) and elemental analysis are in support with the structure of compound 3 . Its 13 C‐NMR spectrum showed a requisite signal at δ (C) 178.89 ppm assignable to C=S group in support of the thione tautomeric form …”

“…Its 13 C-NMR spectrum showed a requisite signal at d(C) 178.89 ppm assignable to C=S group in support of the thione tautomeric form. [19] The subsequent step was the cyclization of thiourea residue into hydrazonothiazoles with sulfonamide moiety. Thus, refluxing of ethylidenethiosemicarbazide 3 with a-keto hydrazonoyl chlorides 4a -4j in dioxane, in the presence of triethylamine as base, afforded the respective hydrazonothiazoles 6a -6j (Scheme 2).…”

“…Remove all liquid from the wells and wash each well with 3 9 200 lL TF buffer (19) to remove unbound plasmid. Again remove all remaining liquid from the wells.…”