Phosgene → HCID 117664692, compound

Participants

Reaction Conditions

Reaction Steps

Dissolve compound 8 (1.0 g, 2.84 mmol) and triethylamine (0.43 g, 4.26 mmol) in dichloromethane (30 ml), add dropwise chloroformyl chloride at 0° C. (0.40 g, 3.98 mmol), after finishing the addition, react at room temperature for 4h, cool the solution to 0° C., add dropwise hydrazine (0.2 g, 5.68 mmol) dichloromethane solution slowly at room temperature, after finishing the addition react at room temperature until finishing the reaction, subsequently wash the solution successively with water, dilute hydrochloric acid and saturated brine, dry the organic layer over anhydrous magnesium sulfate. Filter and concentrate the solution, and redissolve the residue, feed the solution into a chromatographic column, evaporate the solvent in the eluent to obtain a white solid as the target product (0.87 g, 75%). 1H NMR (400 MHz, DMSO-d6): 1.78 (s, 3H), 1.81 (s, 3H), 3.24 (d, J=7.6 Hz, 2H), 3.78 (s, 3H), 3.87 (s, 3H), 45 (s, 2H), 6.73 (s, 1H), 6.79 (d, J=16.0 Hz, 1H), 7.24 (d, J=16.0 Hz, 1H), 7.34 (d, J=7.6 Hz, 2H), 7.39 (t, J=7.6 Hz, 2H), 7.42 (s, 1H), 7.45 (t, J=7.6 Hz, 2H).

Provenance & Evidence