9 research outputs found
4-Ethyl-3-(2-thienylmethyl)-Δ2-1,2,4-triazoline-5-thione
The title compound, C9H11N3S2, exists in the thione form in the crystal structure. The central triazole ring is almost perpendicular to the thiophene ring which is disordered over two orientations [dihedral angles of 88.5 (7) and 85.7 (8)° for the two orientations]. The crystal structure is stabilized by strong intermolecular N—H⋯S hydrogen bonds, forming centrosymmetric dimers, and by some weak C—H⋯S interactions
Indium Trichloride-Mediated Facile Synthesis of 3-(Substituted methylthio)-4-phenyl-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazole in Water†
Synthesis, structure and investigations of tuberculosis inhibition activities of new 4-methyl-1-substituted-1 H
Synthesis and antimicrobial evaluation of new 1-{[4-(4-Halogenophenyl)-4H-1,2,4- triazol-3-yl]sulfanyl}acetyl-4-substituted thiosemicarbazides and products of their cyclization
Synthesis and selected reactions of hydrazides containing an imidazole moiety
The preparation of two types of imidazole derivatives bearing a hydrazide group was achieved by treatment of the corresponding esters with NH2NH2·H2O in MeOH at room temperature. In the case of 4-(ethoxycarbonyl)-1H-imidazole 3-oxides 3, hydrazides of type 1 were formed with retention of the N-oxide structure (Scheme 1). Interestingly, due to a strong H-bonding, no deoxygenation of the N-O function could be achieved even by treatment of 3 with Raney-Ni. The second type, 2-[(1H-imidazol-2-yl)sulfanyl]acetohydrazides 2, was obtained from 1H-imidazole-2(3H)-thiones 4 in two steps via S-alkylation with methyl bromoacetate, followed by treatment with NH2NH2·H2O (Scheme 2). An imidazole 7, containing both types of hydrazide groups, was prepared analogously from ethyl 2,3-dihydro-2-thioxo-1H-imidazole-4-carboxylate 4d (Scheme 4). Both types of hydrazides, 1 and 2, were transformed successfully to the corresponding acylhydrazones 8 and 9, respectively (Scheme 5). Furthermore,
it has been shown that hydrazides of type 1 are useful starting materials for the synthesis of 1,2,4-triazole-3-thiones 11 and 1,3,4-thiadiazole-2-amines 12, bearing an imidazole 3-oxide moiety (Scheme 7)