STUDY OF APPLICATIONS OF CATION-EXCHANGER RESINS FOR DIRECT N-MONOACYLATION ON PIPERAZINE

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PAZDERA Pavel

Rok publikování 2010
Druh Článek ve sborníku
Konference XXIVth EUROPEAN COLLOQUIUM on HETEROCYCLIC CHEMISTRY
Fakulta / Pracoviště MU

Přírodovědecká fakulta

Citace
Obor Organická chemie
Klíčová slova CATION-EXCHANGER RESINS ;PIPERAZINE; MONO-ACYLATION
Popis Direct N-monoacylation of piperazine was already described for its reaction with acyl chlorides or alkyl chlorocarbonates in acidified water (pH ca 3) with very bad yields - about 30 % of monoacyl piperazine. On the other hand, direct N-mono-benzylation of piperazine in the piperazinium chloride form by benzyl chloride in ethanol provides mono-product in excellent yield. N-monoacyl piperazines can be key building block in industrial piperazine chemistry, better than N-monobenzyl piperazine on the ground of facile deacylation. Possibilities for an application of cation-exchanger resins for better than described direct N-monoacylation reactions on piperazine by an action of different acylating agents in polar organic solvents were studied. For study both types of resins, i. e. strong acid (sulfonated polystyrene-divinylbenzene copolymer) and weak acid (acrylic acid-divinylbenzene copolymer) as cation-exchanger resins were used.
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