Dimethylformamide → HCID 178452974, compound

Participants

Reaction Steps

tert-Butyl amino(imino)methylcarbamate (33.4 g; 210 mmol) was dissolved in N,N-dimethylformamide (300 mL), 2-bromo-1-pyridin-2-ylethanone (17.4 g; 87 mmol) was added thereto, and the mixture was stirred for 143 hours at room temperature. To the reaction solution, ethyl acetate (2.0 L) was added, and the mixture was washed with saturated aqueous sodium bicarbonate solution (three times). The organic layer was dried over anhydrous magnesium sulfate and then distilled under reduced pressure. The resulting oily substance was crystallized from diethyl ether and the resulting crystals were collected by filtration and dried to give 6.2 g of the title compound (yield 27%).

Provenance & Evidence