AH 8507 synthesis

Yield:41805-63-4 49%

Reaction Conditions:

in ethanol;water;Petroleum ether;benzene;

Steps:

54 1-[1-(3,4 Dichlorobenzamidomethyl)cyclohexyl]-4-methylpiperazine

EXAMPLE 54 1-[1-(3,4 Dichlorobenzamidomethyl)cyclohexyl]-4-methylpiperazine A solution of 3,4-Dichlorobenzoylchloride (1.05 g.,) in benzene (10 ml) was added dropwise over 40 mins. to a stirred solution of 1-[1-(Aminomethyl)cyclohexyl]-4-methyl piperazine (1.06 g.,) in benzene (15 ml). The mixture was heated under reflux for 1 hr. on a steambath and the solution was evaporated. The solid residue was dissolved in ethanol, acidified with ethereal HCl and evaporated to give a white solid. This solid was suspended in water, made alkaline with 5NNaOH and extracted with chloroform (x2). The combined chloroform extracts were dried (anhyd.Na₂ SO₄) and evaporated. The solid residue was dissolved in hot petroleum ether (80°-100°) decolourised with charcoal and crystallized from petroleum ether (80°-100°) to give 1-[1-(3,4 Dichlorobenzamido methyl) cyclohexyl]-4-methyl piperazine (0.95 g; 49%) m.p. 143° -146°.

References:

US3975443,1976,A