4-Methylphenylhydrazine monohydrochloride → 3-tert-butyl-1-(4-methylphenyl)-1H-pyrazol-5-amine

Participants

Reaction Steps

A solution of p-tolyl-hydrazine hydrochloride (15.86 g, 100 mmol) and pivaloylacetonitrile (17.9 g, 143 mmol) dissolved in MeOH (65 mL) was heated to reflux for 18 hours under N2 atmosphere. The mixture was cooled to room temperature and concentrated under reduced pressure. The residue was triturated with ether and collected by filtration. The solid was dried under high vacuum to provide 26.6 g of white solid (99% yield).

Provenance & Evidence