synthesis of new heterocyclic compounds from 2,4 - Bis - [1,3 Dioxo-Butanyl] resorcinol

ABSTRACT

The wide range of pharmacological activities of chromones as stimulants [1], diuretic[2], antibiotics[3] and anticancer [4] agents have stimulated recent interest in the synthesis of derivatives of this ring system. Claisen condensation of 2,4-diacetyl resorcinol with diethylmalonate in the presence of piperidine gave 2,4-bis-[l,3- dioxo-butanyl] resorcinol [1]. The IR spectrum of [1] showed absorption bands at 1660-1635 cm[-1] [upsilon CO, ketone] and 3400-3180 cm[-1] [upsilon OH, br.]. The [1]H NMR spectrum of [1] exhibited signals at b 2.0 - 2.9 [sxs, 6 H, 2 CH3], 6.1 [s, 4H, 2 CH[2] 6.4 [s, 2H, olefinic protons] 7.5-7.7 [2s, 2 H, non-equivalent Ar-H] and 11.3 [s, 2H, 2 OH phenolic]