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

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

Source and publish data:

Tetrahedron p. 4937 - 4940 (1984)

Update date:2022-07-29

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Authors:

Singh, Harjit

Deep, Kanwal

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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.

Full text of DOI:10.1016/S0040-4020(01)91329-8

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