Kabachnik-Fields reactions of 2,3-Trimethylene-1,2,3,4-dihydrobenzo[2,3-d]pyrimidin-4-on

Abstract

In this research article, 2,3-trimethylene-3,4-dihydrobenzo[2,3-d]pyrimidin-4-one was synthesized from 2-aminobenzoic acid and pyrrolidone-2 in the presence of various substances, such as PCl5, POCl3. Its reduction reaction with NaBH4 was carried out. The resulting three-component coupling of 2,3-trimethylene-1,2,3,4-tetrahydrobenzo[2,3-d]pyrimidin-4-one-carbonyl, amine, and hydrophosphoryl leads to αaminophosphonates. Phosphate acid – formaldehyde; aldehydes in the three-component system; and the synthesis of aminomethylphosphonic acid is based on the condensation reaction. During the experiment, 2,3-trimethylene-3,4-dihydrobenzo[2,3-d]pyrimidin-4-one was obtained in the amount of 74%. The yield of the reaction product was increased in resyntheses. The structures were confirmed by IR and 1H NMR spectroscopies. Using NaBH4, the experiment was repeated and the product obtained from the synthesis of 2,3-trimethylene-1,2,3,4-tetrahydrobenzo[2,3d]pyrimidin-4-one was obtained in high yield. Additionally, 2,3-trimethylene-1,2,3,4-tetrahydrobenzo[2,3-d]pyrimidin-4-one and related aminophosphonic acids three ring molecules were synthesized in high yield.