2,6-Diethylaniline → HCID 57587138, compound

Participants

Reaction Steps

1.00 g of 1-{6-[1-(2-chloro-4,6-dimethylphenylimino)-ethyl]pyridin-2-yl}ethanone (3.3 mol), 0.99 g of 2,6-diethylaniline (6.6 mmol) and 1.0 g of Sicapent were heated under reflux under argon in 50 ml of tetrahydrofuran for 2 h. A further portion of Sicapent (0.5 g) was added and the mixture was heated under reflux under argon for a further 1.5 h. A further portion of Sicapent (0.5 g) and 0.50 g of 2,6-diethylaniline (3.3 mmol) were added and the mixture was heated under reflux under argon for a further 15 h and then cooled to room temperature. The reaction mixture was filtered and the residue on the filter was washed with 10 ml of tetrahydrofuran. The filtrate was topped up to 125 ml with tetrahydrofuran, 4 g of Sicapent were added and the mixture was heated again under reflux under argon for 2.5 h and then cooled to room temperature. It was filtered and the residue on the filter was washed with 10 ml of tetrahydrofuran. The solvent was then distilled off completely and the residue was stirred with 10 ml of methanol. The precipitate formed was filtered off and washed twice with methanol. After drying in vacuo, 0.36 g (0.8 mmol) of 2-[1-(2-chloro-4,6-dimethylphenylimino)ethyl]-6-[1-(2,6-diethylphenylimino)ethyl]pyridine was obtained in a yield of 25%.

Provenance & Evidence