N,N-Diethyl-1,3-propanediamine → HCID 70382571, compound

Participants

Reaction Steps

A solution of 4.8 g (0.016 mol) of methyl 4,5-diphenyl-1H-pyrazole-1-propanoate of example 4 and 48 mL of diethylaminopropylamine was heated at 120°-125° C. under nitrogen for 14 hours. The excess diethylaminopropylamine was stripped in vacuo at 85° C. The residue was dissolved in dichloromethane, an unwanted solid residue was filtered off, and the methylene chloride solution was washed twice with water and once with brine. The product was extracted into chilled dilute hydrochloric acid, and the chilled aqueous acid was made basic with solid sodium bicarbonate and then sodium carbonate. The basic water was extracted 4 times with dichloromethane, the combined washings were dried over sodium sulfate, and stripped to yield 2.4 g viscous amber oil. The oily product was dried at 40° C. and 0.1 mm vacuum for 7 days to yield 1.6 g of the hemihydrate still as a viscous oil.

Provenance & Evidence