ONE-POT SYNTHESIS OF PHTHALAZIN-4-HETEROYL-4H-PYRAN DERIVATIVES IN [BMIM][OH

Loka Maheshwari,B Satyanarayana

doi:10.17628/ecb.2019.8.363-367

Abstract

A [bmim][OH] mediated, green and efficient synthesis of phthalazines derivatives have been developed by condensing phthalic acid (1), ethyl cyanohydrazide (2), heteroaromatic aldehydes (3a-3f) and active methylene compounds (4) at 60-65 oC for 60-90 min. The importance of this method includes shorter reaction time and high yield.

Highlights

Nowadays ionic liquids (ILs) are used widely as reaction medium in organic chemistry
Phthalazine compounds possess anticonvulsant,8 cardiotonic,9 and vasorelaxant,10 properties. This has led to a large number of reports about the synthesis of phthalazine compounds
It was found that the reaction in the presence of [bmim][OH] as medium for 1 h at 60-65 °C gave the highest yield (88 %) and the clean product 5a (Table 1, entry 1)

Summary

INTRODUCTION

Nowadays ionic liquids (ILs) are used widely as reaction medium in organic chemistry. ILs have non-volatile nature at room temperature and have been used to develop ecofriendly methods for synthesis of organic compounds including heterocycles.. Heterocyclic products which have nitrogen atom are well known and their use as pharmaceutical active compounds and agrochemicals are increasing.. Heterocyclic compounds having phthalazine moiety have received considerable attention because of their biological active properties and clinical applications.. Phthalazine compounds possess anticonvulsant, cardiotonic, and vasorelaxant, properties. This has led to a large number of reports about the synthesis of phthalazine compounds.. The development of new synthetic methods for the efficient preparation of heterocycles containing phthalazine ring fragment is an interesting challenge. We report one-pot four component reaction for tiltle compounds in weakly basic 1-butyl-3methylimidazolium hydroxide ([bmim][OH]) medium

RESULTS AND DISCUSSION

H C YX O

CONCLUSION