Pyridine → HCID 20139137, compound

Participants

Reaction Steps

To a solution of 7-amino-2-ethoxy-4H-3,1-benzoxazin-4-one (0.2 m mol., 41 mg) and dry pyridine (0.1 ml) in dry dichloromethane (4 ml) at room temperature under anhydrous conditions was added ethyl chloroformate (0.05 ml, 0.52 m mol.) in one portion. After stirring for one hour, the reaction mixture was diluted with dichloromethane (16 ml), washed successively with water (15 ml), 5% CuSO4) and evaporated to dryness. The residue was stirred in anhydrous ether (2 ml) and filtered to afford 53 mg (95%) of the title compound, 7-carboethoxyamino-2-ethoxy-4H-3,1-benzoxazin-4-one as a colorless powder; m.p. 191°-193° C.; IR (KBr): νmax 3310 cm-1 (NH), 1735 cm-1 (ester, carbamyl); 1640 cm-1 (C=N); H'NMR (CDCl3): δ1.34 ppm (t, J=7.1 Hz, 3H, CH3CH2OCON), 1.44 ppm (t, J=7.1 Hz, 3H, CH)

Provenance & Evidence