Dimethylformamide → HCID 58424954, compound

Participants

Reaction Conditions

Reaction Steps

2-Chloronicotinic acid (1 g, 6.35 mmol) was dissolved in dichloromethane and added with oxalylchloride and a catalytic amount of N,N-dimethylformamide at 0° C. The resulting mixture was refluxed for 3 hours and concentrated under reduced pressure. And then, the obtained acid chloride was dissolved in dichloromethane and cooled to 0° C. Ethyl 3-(4-nitrophenyl)acrylate (1.35 g, 7 mmol) prepared in step 1 and triethylamine were added, and the reaction mixture was stirred at room temperature for 12 hours. The mixture was extracted with chloroform, dried over anhydrous magnesium sulfate, and concentrated to dryness. The residue then was purified by flash column chromatography (chloroform:methanol=10:1) to obtain the title compound (2.1 g, yield: 92%, colorless liquid).

Provenance & Evidence