Diethyl {[(1-ethyl-1H-pyrazol-5-yl)amino]methylene}malonate → HCID 178469631, compound

Participants

Reaction Steps

(1-Ethylpyrazol-5-yl-amino)methylenemalonate diethyl ester (180 mmol from previous reaction) was dissolved in diphenyl ether (200 mL), and the resulting solution was placed in a preheated oil bath at 255° C. The reaction solution was heated for 5 h, and then the diphenyl ether was removed via distillation. The resulting brown reaction mixture was cooled to room temperature and poured to hexane (1 L). Cooling this solution to −78° C., followed by filtration of the resulting precipitate afforded the title compound as a beige colored needle shaped solid that was >90% pure by HPLC and was used directly (25 g, 60% for 2 steps). A portion was recrystallized using ethanol-H2O to afford a white solid: mp 85-86° C.; LRMS (m/z) 236 (MH+).

Provenance & Evidence