Sodium ethoxide → HCID 178439158, compound

Participants

Reaction Steps

3.9 g (0.02 mole) of 3-cyano-2-ethoxymethyleneamino-4-methylthiophene and 4.1 g (0.02 mole) of 2-(2,6-dimethyl-4-propylphenoxy)ethylamine were dissolved in 30 ml of ethanol, and the solution was heated under reflux for 5 hours. It was then cooled and 50 ml of ethanol containing 0.05 mole of sodium ethoxide were added; the whole mixture was then heated under reflux for 6 hours. At the end of this time, the ethanol was distilled off and water was added to the residue. The oily phase was separated and extracted with benzene. The benzene extract was washed with water and dried over anhydrous sodium sulphate, after which the solvent was distilled off and the residue was subjected to column chromatography through silica gel eluted with a 9:1 by volume mixture of benzene and ethyl acetate, to give 4.2 g (yield 59%) of the desired Compound No. 16 in the form of colourless crystals melting at 86°-88° C.

Provenance & Evidence