Journal of Chemical and Pharmaceutical Research (ISSN : 0975-7384)

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Original Articles: 2011 Vol: 3 Issue: 6

A Simple and Efficient Synthesis of New Substituted Benzothienopyridazine Spiro- Derivatives of Pyrazolone, Pyrimidinone and Diazepinone

Abstract

Ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 1 was used as a starting material to synthesize 2a-c via coupling with acetyl acetone, ethylcyanoacetate or malononitrile, respectively. Heating under reflux in sodium ethoxide solution 2a-c gave 3a-c. When compounds 3a-c were heated under reflux in ethanol with hydrazine hydrate, thiourea or 1,2-diaminoethane and a catalytic amount of piperidine to produce the spiro compounds 4a-c, 5a-c and 6, respectively.