Sodium Bicarbonate → HCID 22147849, compound

Participants

Reaction Steps

6-Chloro-nicotinic acid N′-(3-chloro-thiophene-2-carbonyl)-hydrazide: A solution of 3-chloro-thiophene-2-carbonyl hydrazide (70 mg, 0.40 mmol), 6-chloronicotinoyl chloride (76 mg, 0.43 mmol) and dichloromethane (10 mL) was stirred for 5 min. To the solution was added saturated sodium bicarbonate solution (10 mL) and it was stirred for 5 min. The layers were separated and the aqueous phase was extracted with dichloromethane (8×10 mL). Ethyl acetate (50 mL) was added to the combined organic phases, which were dried over anhydrous sodium sulfate, decanted, and concentrated to yield 120 mg (96%) of the title compound as a white powder. 1H NMR (DMSO-d6): 10.89 (s, 1H), 10.37 (s, 1H), 8.89 (d, J=2.19 Hz, 1H), 8.30 (dd, J=8.52, 2.48 Hz, 1H), 7.93 (d, J=5.22 Hz, 1H), 7.72 (d, J=8.25 Hz, 1H), 7.22 (d, J=5.22 Hz, 1H).

Provenance & Evidence