SEARCH FOR ANTI-INFECTIOUS DRUGS INTO A SERIES OF SUBSTITUTED DERIVATIVES OF ARYLOXYPROPARGILPIPERIDINES
Keywords:
aryloxypropargylpiperidines, 4-fluorobenzoyl chloride, cyclobutane-, cyclohexanecarbonyl chlorides, esters, antimicrobial activityAbstract
By condensation of 1- (2-phenylethyl) -piperidine-4-one with phenoxypropargyl, 1-propyl-piperidine-4-one with naphthyloxypropargyl under Favorsky reaction conditions in absolute benzene, in the presence of a fivefold excess of powdered technical KOH at a ratio of piperidone-4:arylpropargyl = 1:1,5 the corresponding 1- (2-phenylethyl-) -4-(3phenoxyprop-1-yn-1-yl) piperidine-4-ol and 1-propyl-4- [3- (naphth-1-yloxy) prop-1-yn1-yl] piperidine-4-ol. Upon acylation of tertiary phenoxypropynyl and naphthyloxypropynyl-piperidols with 4-fluorobenzoyl chloride, cyclobutane, cyclohexanecarbonyl chlorides in dioxane at the room temperature or upon heating, the corresponding hydrochlorides of esters have been formed. The structure of the synthesized compounds has been confirmed by the NMR and X-rayspectroscopy data.
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