Dabco → 1-(3,4-Dichlorobenzyl)-3-cyano-6-methylpyrid-2-one

Participants

Reaction Steps

A solution of 49.7 g. (0.204 mole) of N-(3,4-dichlorobenzyl)-2-cyanoacetamide, 48.0 g. (0.48 mole) of 4-methoxy-3-buten-2-one, and 4 g. of 1,4-diazabicyclo (2.2.2) octane (DABCO) in 160 ml. of 2-methoxyethanol is refluxed for 4 hr. The dark reaction mixture is then concentrated in vacuo and the crude solid is isolated by filtration from the resulting slurry and washed with ether. The crude product is dissolved in methylene chloride and the organic solution is washed with water, 2N-HCl and finally with more water. The methylene chloride is removed and the product is obtained in 62% yield by ether trituration.

Provenance & Evidence