In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Synthesis and Antibacterial Activity of Novel (4-Methoxyphenyl)-tetrahydropyranyl-substituted 1,3,4-Oxadiazoles, published in 2020-04-30, which mentions a compound: 3326-71-4, Name is 2-Furoic hydrazide, Molecular C5H6N2O2, Synthetic Route of C5H6N2O2.
Condensation of 4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-carbonyl chloride I [R1 = Cl] with hydrazine hydrate, furan-2- and 2,5-dimethylfuran-2-carbohydrazides gave disubstituted hydrazides II [R2 = furan-2-carbonyl, (4,5-dimethylfuran-2-carbonyl), 4-(4-methoxyphenyl)tetrahydropyran-4-carbonyl], whose cyclization formed sym. and unsym. 2,5-disubstituted 1,3,4-oxadiazoles III [R3 = 2-furyl, 4,5-dimethyl-2-furyl, 4-(4-methoxyphenyl)tetrahydropyran-4-yl]. Et 4-[4-(4-methoxyphenyl)-tetrahydro-2H-pyran-4-carboxamido]benzoate IV [R4 = CO2Et] was reacted with hydrazine to obtain N-[4-(hydrazinocarbonyl)-phenyl]-4-(4-methoxphenyl)tetrahydro-2H-pyran-4-carboxamide IV [R4 = C(O)NHNH2]. Treatment of IV [R4 = C(O)NHNH2] latter with tri-Et orthoformate gave a monosubstituted 1,3,4-oxadiazole IV [R4 = 1,3,4-oxadiazol-2-yl], and with carbon disulfide, a 5-sulfanyl-1,3,4-oxadiazole derivative IV [R4 = (5-sulfanyl-1,3,4-oxadiazol-2-yl)] was obtained. The subsequent alkylation of this derivative IV [R4 = (5-sulfanyl-1,3,4-oxadiazol-2-yl)] with 5-metoxyfuran-2-Me and benzylaminocarbonylmethyl chlorides substituted chlorides resulted in the synthesis of the corresponding novel S-substituted oxadiazole derivatives V [R5 = 5-methoxycarbonyl-2-furyl, benzylcarbamoyl]. The synthesized compounds I, II, III, IV and V were tested for their antibacterial activity.
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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics