Diethyl (ethoxymethylene)malonate → Ethyl 6-(2,3-dichlorobenzyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Participants

Reaction Conditions

Reaction Steps

4-(2,3-Dichlorobenzyl)phenylamine (10.0 g, 39.7 mmol) obtained in Step 2 was dissolved in toluene (100 ml), diethyl ethoxymethylenemalonate (8.8 ml, 43.7 mmol) was added, and the mixture was heated under reflux for 3 hr. The reaction mixture was concentrated under reduced pressure, diphenyl ether (100 ml) was added to the residue to allow dissolution, and the mixture was stirred with heating at 250° C. for 3 hr. After allowing to cool, n-hexane was added to the reaction mixture, The precipitated solid was collected by filtration, washed with chloroform, and vacuum dried to give the object product (10.1 g, yield 68%) as a pale-yellow solid.

Provenance & Evidence