Formaldehyde → HCID 22097361, compound

Participants

Reaction Steps

2.0 g of 1-(2-pyrimidinyl)-4-acetyl-5-methylpyrazole was dissolved in 50 ml of ethanol. After adding 2.6 g of 1-(4-hydroxyphenyl)piperazine, 10 ml of a 1N hydrochloric acid/ethanol solution and 1.6 g of paraformaldehyde, the mixture was heated under reflux for 24 hours. Further, 3.2 g of paraformaldehyde was added and the resulting mixture was heated under reflux for additional 48 hours. Then the reaction mixture was concentrated and neutralized by adding a saturated aqueous solution of sodium hydrogencarbonate. After extracting with chloroform, the extract was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. After evaporating the solvent, the residue thus obtained was purified by silica gel column chromatography (chloroform:methanol=20:1), converted into hydrochloride by adding a 1N hydrochloric acid/ethanol solution and then recrystallized from ethanol. Thus 946 mg of the title compound was obtained in the form of a pale brown powder.

Provenance & Evidence