А. А. Aghekyan, G. G. Mkryan, H. Panosyan
Feb 1, 2020
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0
Influential Citations
3
Citations
Journal
Russian Journal of Organic Chemistry
Abstract
Abstract Condensation of 4-(4-methoxyphenyl)tetrahydro-2 H -pyran-4-carbonyl chloride with hydrazine hydrate, furan-2- and 2,5-dimethylfuran-2carbohydrazides gave disubstituted hydrazides, whose cyclization formed symmetrical and unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles. Ethyl 4-[4-(4-methoxyphenyl)-tetrahydro-2 H -pyran-4-carboxamido]benzoate was reacted with hydrazine to obtain N -[4-(hydrazinocarbonyl)-phenyl]-4-(4-methoxphenyl)tetrahydro-2 H -pyran-4-carboxamide. Treatment of the latter with triethyl orthoformate gave a monosubstituted 1,3,4-oxadiazole, and with carbon disulfide, a 5-sulfanyl-1,3,4-oxadiazole derivative was obtained. The subsequent alkylation of this derivative with 5-metoxyfuran-2-methyl and benzylaminocarbonylmethyl chlorides substituted chlorides resulted in the synthesis of the corresponding novel S -substituted oxadiazole derivatives. The synthesized compounds were tested for antibacterial activity.