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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

A Rapid and Convenient Synthesis of Naphthyridinoyl Pyrazolidinones under Microwave Irradiation Condition

Author(s): Muggu V.S.R.K. Chaitanya and Pramod K. Dubey

Volume 9, Issue 5, 2012

Page: [368 - 374] Pages: 7

DOI: 10.2174/157017812801264638

Price: $65

Abstract

Microwave-assisted synthesis of naphthyridinoylpyrazolidinones (7a-7j) has been achieved rapidly via the reaction of naphthyridine hydrazide (4) with different β-keto esters and ethoxymethylenemalonic ester (EMME) (5a-5e). Initially, the reaction of naphthyridine hydrazide (4) with various β-keto esters under microwave irradiation for 5 mins at 130oC results in the formation of condensed products 6a-6j. This condensation was followed by cyclization, also, in diphenyl ether under microwave irradiation for 10 mins at 230-250oC, yielding the corresponding cyclized products 7a-7j. Alternatively, both reactants 4 and each of the β -keto esters/EMME (5a-5e) were treated in diphenyl ether under microwave irradiation for 15 mins at 230-250oC giving the target molecules 7a-7j as one-pot reaction in good yields.

Keywords: β-keto ester, diphenyl ether, ethoxymethylenemalonic ester, microwave Irradiation, naphthyridine hydrazide, antiviral, anti - inflammatory, anticoagulant, antimalarial, anti - bacterial


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