Water → HCID 19032389, compound

Participants

Reaction Steps

A mixture of 2,4-dihydro-4-[6-[4-(4-methoxyphenyl)-1-piperazinyl]-3-pyridinyl]-3H-1,2,4-triazol-3-one (0.014 mol) and sodium carbonate (0.06 mol) in methylbenzene (30 ml) and N,N-dimethylformamide (70 ml) was stirred and refluxed. 2-Bromo-1-(4-chlorophenyl)-1-butanone (0.015 mol) in trichloromethane (20 ml) was added dropwise and the mixture was stirred and refluxed with a water separator for 1 hour. The mixture was filtered warm and the tiltrate was evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2 /CH3OH 98/2). The pure fractions were collected and evaporated. The residue was crystallized from 2-propanol, yielding 6 g (80%) of (±)-2-[1-(4-chlorobenzoyl)propyl]-2,4-dihydro-4-[6-[4-(4-methoxyphenyl)-1-piperazinyl]-3-pyridinyl]-3H-1,2,4-triazol-3-one; mp. 142.4° C. (comp. 1).

Provenance & Evidence