Synthesis of phthalimido or succinimido[2-aryl-4-oxo-3-{2-phenyl-4(3H)-quinazolinon-3-yl}-1,3-thiazolidin-5-yl]ethanoate

摘要

Treatment of benzoxazine 1 with hydrazine hydrate in ethanol furnished 3-amino-2-phenylquinazolin-4-(3H)-one 2, which upon condensation with aldehydes 3a-d yielded the corresponding 3-aryiideneamino derivatives 4a-d. Cyclization of these derivatives using mercaptosuccinic acid afforded 1,3-thiazolidin-4-one ethanoic acids 5a-d, which after esterification with N-hydroxyphthalimide or N-hydroxysuccinimide via acid chlorides produced the respective ethanoic esters 7a-e.