EXTRUSION REACTIONS-VI. TRANSFORMATIONS OF BETA(4-QUINAZOLINYLTHIO)KETONES TO 3-(BETA KETOALKYL)-4(3H)-QUINAZOLONE DERIVATIVES

Article abstract of DOI:10.1016/S0040-4020(01)91329-8

4-(4-Quinazolinylthio)-butan-2-one and 3-(4-quinazolinylthio) propiophenone (4, R=CH3, C6H5) with POCl3 give 3-(3-oxobutyl)-4(3H)-quinazolone and 3-(2-benzoylethyl)-4(3H)-quinazolone (7, R=CH3, C6H5, X=O) via S <*> N rearrangement followed by =C=S to =C=O conversion.Non-protic heterocyclic thioamides undergo similar oxidation.