Synthesis of Novel 3-Amino-2-(1H)-Thioxo-4(3H)-Quinazolinone Derivatives. Part 3

Abstract

The synthesis of novel derivatives containing the quinazolinone-4 moiety is described. 3-Amino-2(1H)-tioxo-4(3H)-quinazolinone (1) forms a sodium salt 2, which was subjected to reaction with dicarboxylic acid chlorides such as chloroformyl ethyl formate and malonyl chloride, leading to the corresponding ester 3 and acid 4, respectively. 3-Amino-2-ethoxycarbonylmethylthio-4(3H)-quinazolinone (5) was acylated or ammonolyzed and products of various chemical structure were obtained. The chemical structures 3, 4, 6-12, and 14-18 were identified by the results of elemental analysis and their IR, 1 H NMR, and mass spectra.

Design and synthesis of novel quinazolinones conjugated ibuprofen, indole acetamide, or thioacetohydrazide as selective COX-2 inhibitors: anti-inflammatory, analgesic and anticancer activities

“…A mixture of compounds ( 11a, b, 0.01 mole) were mixed with anhydrous K 2 CO 3 (4 g, 0.03 mole) and ethyl chloro acetate (1.84 g, 0.015 mole) in anhydrous acetone (25 ml) and stirred at 30 °C for 4–8 h 29 . The mixture was filtered and acetone distilled off.…”