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

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Authors

PAZDERA Pavel

Year of publication 2010
Type Article in Proceedings
Conference XXIVth EUROPEAN COLLOQUIUM on HETEROCYCLIC CHEMISTRY
MU Faculty or unit

Faculty of Science

Citation
Field Organic chemistry
Keywords CATION-EXCHANGER RESINS ;PIPERAZINE; MONO-ACYLATION
Description 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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