Dimethylformamide → HCID 70045977, compound

Participants

Reaction Steps

In a flame-dried 25 mL 3-neck round bottom flask equipped with a magnetic stir bar, 83 mg (2.07 mmol of a 60% oil dispersion) of sodium hydride was washed with hexane and covered with 1.0 mL of anhydrous N,N-dimethylformamide (DMF). To this was added 156 mg (0.517 mmol) of N-acetyl-N-(4-chlorobenzyl)phenylacetamide (prepared as above) and 84 mg (0.414 mmol) of 2-(4-methylpiperazin-1-yl)benzaldehyde with an additional 1 mL of DMF. The brown reaction mixture was stirred at 250C for 48 hours, diluted with ethyl acetate, washed with 1N lithium chloride (LiCl) followed by saturated aqueous sodium chloride. The organic layer was dried over calcium sulfate (CaSO4) and concentrated to an oil which was crystallized from about 1 mL of boiling ethyl acetate to give the title product as colorless crystals, 20 mg, m.p. 193-194° C.

Provenance & Evidence