HCID 22758469, compound → HCID 178467280, compound

Participants

Reaction Steps

A mixture of 1.5 g. (0.005 mol) of 3,5-bis-methylsulfonamidonitrobenzene in 100 ml. of ethanol and 300 mg. of 10% palladium-on-carbon was hydrogenated in a Parr apparatus until hydrogen uptake had ceased. The catalyst was filtered, the ethanol was removed under reduced pressure and the residue was dissolved in 30 ml. of methanol. This solution of 3,5-bis-methylsulfonamidoaniline (1.36 g.) and 1.06 g. (0.005 mol) of 3,5-diacetyl-4,6-dihydroxy-2H-pyran-2-one was refluxed for two hours under nitrogen. The reaction mixture was filtered to give 5-acetyl-4-hydroxy-3-[1-(3,5-bis-methylsulfonamidophenylamino)ethylidene]-2H-pyran-2,6(3H)-dione, m.p. 260° C.

Provenance & Evidence