http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-743329-A

Outgoing Links

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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D295-03
classificationIPCAdditional http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D295-02
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D295-03
filingDate 1952-05-30-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1956-01-11-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-743329-A
titleOfInvention Improvements in or relating to piperazine derivatives having activity against micro-organisms
abstract The invention comprises N-alkyl-2 : 5-dimethyl piperazines of the formula <FORM:0743329/IV(a)/1> where R is a normal alkyl radical having from 10-14 carbon atoms; and acid addition salts thereof. The compounds are prepared by reacting 2 : 5-dimethyl piperazine (preferably the trans isomer) with the appropriate alkyl halide, preferably in aqueous alcohol. The piperazine may be partially neutralized initially to form a monovalent cation, and the pH of the reaction mixture controlled by the addition of a base, e.g. sodium bicarbonate, to minimize the yield of N : N1-dialkyl-2 : 5-dimethyl-piperazine. In examples: (1) 2 : 5-dimethyl-piperazine in aqueous ethanol containing acetic acid is refluxed with n-decyl iodide, adding sodium bicarbonate periodically. After neutralization and ether extraction, 2 : 5-dimethyl-1-n-decyl-piperazine is separated from 2 : 5-dimethyl-1 : 4-di-n-decyl-piperazine by selective extraction with dilute hydrochloric acid; (2) 2 : 5-dimethyl-1-n-undecyl-piperazine is similarly obtained using n-undecyl bromide; (3) 2 : 5-dimethyl-1-lauryl-piperazine using a mixture of lauryl halides; and (4) 2 : 5-dimethyl-1-tetradecyl-piperazine from tetradecyl iodide, separating the product from the corresponding 1 : 4-dialkyl compound in each case. The 2 : 5-dimethyl-1-alkylpiperazines are characterized as their dihydrochlorides.
priorityDate 1952-05-30-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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