A novel microwave‐assisted green synthesis of condensed 2‐substituted‐pyrimidin‐4(3H)‐ones under solvent‐free conditions

Abstract

A rapid microwave-assisted green chemical synthesis of condensed 2-substituted-pyrimidin-4(3H)-ones 3, 4, and 5 involving the condensation of a variety of nitriles with o-aminoesters of thiophene 2a-e, benzene 2f, dimethoxybenzene 2g and quinazolinone 2h in the presence of catalytic amount of HCl alone or with the Lewis acid AlCl 3 under solvent-free conditions, is described for the first time. This novel and clean one-pot methodology, which is characterized by very short reaction times and easy workup procedures, can be exploited to generate a diverse library of condensed pyrimidine heterocycles.

Synthesis and Anticancer Evaluation of Some Novel Thiophene, Thieno[3,2‐d]pyrimidine, Thieno[3,2‐b]pyridine, and Thieno[3,2‐e][1,4]oxazepine Derivatives Containing Benzothiazole Moiety

“…Biologically active thienopyrimidinone derivatives can be also established from reaction of 2‐aminoesters with different thiocyanates or activated nitriles . Consequently, compound 14 reacted with ammonium thiocyanate to give the corresponding thienopyrimidinone derivative 21 , while nucleophilic addition of amino group in compound 14 on cyano function in 2‐(4‐(4‐chlorophenyl)thiazol‐2‐yl)acetonitrile 22 followed by intramolecular cyclization with removal of ethanol molecule yielded the corresponding thienopyrimidinone analogue 23 .…”

Recent Report on Thieno[2,3-d]pyrimidines. Their Preparation Including Microwave and Their Utilities in Fused Heterocycles Synthesis

“…A rapid microwave‐assisted green chemical synthesis of condensed 2‐substituted‐pyrimidin‐4(3 H )‐ones involving the condensation of a variety of nitriles with o ‐aminoesters of thiophenes, benzene, dimethoxybenzene, and quinazolinone in the presence of catalytic amount of HCl alone or with the Lewis acid AlCl 3 under solvent‐free conditions is described for the first time. This novel and clean one‐pot methodology, which is characterized by very short reaction times and easy workup procedures, can be exploited to generate a diverse library of condensed pyrimidine heterocycles .…”

Effect of novel synthetic evodiamine analogue on sexual behavior in male rats

“…The starting material ethyl 2-amino-4,5,6,7-tetrahydrobenzo [b]thiophene-3-carboxylate 1 and intermediate 2 were prepared as per our reported method [19,20] (Scheme 1). …”