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Title: Synthesis of novel angularly fused pentacyclic heterocycles of pharmacological interest
Authors: Padmashali, Basavaraj
Vaidya, V P
Mahadevan, K M
Latha, K P
Keywords: Pentacyclic heterocycles
phosphorus oxychloride
neucleophilic substitution reaction
hydrazine hydrate
furan derivatives
antimicrobial activity
anthelmintic activity
anticonvulsant activity
antipyretic activity
Issue Date: Jul-2005
Publisher: CSIR
Series/Report no.: <b>Int</b>.<b>Cl</b>.<b><sup>7</sup> C 07 D // A 61 P 31/04, 3110, 25/08, 33/10, 29/00</b>
Abstract: 2-Substituted-4-oxo-naphtho[2,1-<i style="">b</i>]furo[3,2-<i style="">d</i>]pyrimidines <b style="">1a-c</b> on refluxing with phosphorous oxychloride result in the formation of 2-substituted-4-chloronaphtho[2,1-<i style="">b</i>]furo[3,2-<i style="">d</i>]pyrimidines <b style="">2a-c</b>, which on nucleophilic substitution reaction with hydrazine hydrate in ethanol give the required 2-substituted-4-hydrazinonaphtho[2,1-<i style="">b</i>]furo[3,2-<i style="">d</i>]pyrimidines <b style="">3a-c</b>. The compounds <b style="">3a-c</b> are converted into novel angularly fused pentacyclic heterocycles viz. tetrazolo[1,5-<i style="">c</i>]­pyrimido[5,4-<i style="">b</i>]naphtho[2,1-<i style="">b</i>]furan derivatives <b style="">4a-c</b> and triazolo[4,3-<i style="">c</i>]pyrimido[5,4-<i style="">b</i>]naphtho[2,1-<i style="">b</i>]furan derivatives <b style="">5a-i</b> by reacting with appropriate reagents. Condensation of <b style="">3a-c</b> with typical aldehydes afford a series of 4-arylidine­hydrazinonaphtho[2,1-<i style="">b</i>]furo[3,2-<i style="">d</i>]pyrimidines <b style="">6a-o</b>. All the newly synthesized compounds have been characterized by elemental analysis and spectroscopic data and have been evaluated for antimicrobial, anthelmintic, anticonvulsant and antipyretic activities.
Description: 1446-1451
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.44B(07) [July 2005]

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