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Title: Facile synthesis of some new azetidinones and acetyl oxadiazoles bearing benzo[b]thiophene nucleus as a potent biological active agent
Authors: Vasoya, S L
Patel, M R
Dobaria, S V
Joshi, H S
Issue Date: Feb-2005
Publisher: CSIR
IPC Code:  Int.Cl.7 C 07 D 333/52 // A 61 P 31/06, 31/04
Abstract: 2-Hydrazinocarbonyl-3-chloro-5-phenoxybenzo[b]thiophene 1 has been prepared by the condensation of 3-chloro-5-phenoxybenzo[b]thiophenoyl chloride with hydrazine hydrate. Compound 1 on condensation with aromatic aldehyde furnishes 2-substituted benzalhydrazinocarbonyl-3-chloro-5-phenoxybenzo[b]thiophenes 2a-l, which on further cyclo¬≠condensation with chloroacetyl chloride in the presence of triethyl amine afford 4-aryl-3-chloro-1-(3'-chloro-5'-phenoxy-2'-benzo[b]thiophenoylamino)-2-azetidinones 3a-l. Compounds 2a-l on reaction with acetic anhydride yield 2-(3'-chloro-5'-phenoxybenzo[b]thiophene-2'-yl)-4-acetyl-5-aryl-4,5-dihydro-1,3,4-oxadiazoles 4a-l. The structures of the compounds 2a-l, 3a-l and 4a-l have been confirmed by elemental analysis and IR, 1H NMR and mass spectral data. All the compounds have been screened for their antitubercular activity towards Mycobacterium tuberculosis H37Rv and antimicrobial activity against different microbes.
Page(s): 405-409
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.44B(02) [February 2005]

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