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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
Series/Report no.: <b> Int</b>.<b>Cl</b>.<b><sup>7</sup> C 07 D 333/52 // A 61 P 31/06, 31/04</b>
Abstract: 2-Hydrazinocarbonyl-3-chloro-5-phenoxybenzo[b]thiophene <b>1</b> has been prepared by the condensation of 3-chloro-5-phenoxybenzo[b]thiophenoyl chloride with hydrazine hydrate. Compound <b>1</b> on condensation with aromatic aldehyde furnishes 2-substituted benzalhydrazinocarbonyl-3-chloro-5-phenoxybenzo[b]thiophenes <b>2a-l</b>, 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 <b>3a-l</b>. Compounds <b>2a-l</b> 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 <b>4a-l</b>. The structures of the compounds <b>2a-l</b>, <b>3a-l</b> and <b>4a-l</b> have been confirmed by elemental analysis and IR, <sup>1</sup>H NMR and mass spectral data. All the compounds have been screened for their antitubercular activity towards <i>Mycobacterium tuberculosis </i>H<sub>37</sub>Rv and antimicrobial activity against different microbes.
Description: 405-409
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.44B(02) [February 2005]

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