34972-10-6Relevant academic research and scientific papers
SYNTHESIS OF MONO- AND BIS(HYDROXYALKYL)PIPERAZINES.
Mislyuk,Shibaev,Davidenkov,V'yunov,Ginak
, p. 1982 - 1983 (2007/10/02)
The known methods for production of mono- and bis(hydroxyalkyl)piperazines are based on the reaction of ethylene oxide with unsubstituted piperazine, but the connection between alkylation of piperazine and the side reaction of oligomerization of alpha -oxides under the influence of catalytic amounts of piperazine has still not been clarified. The interaction of piperazine with substituted alpha -oxides has not been studied at all. We showed with reference to the reactions of piperazine with substituted alpha -oxides that opening of the oxirane ring proceeds exclusively with formation of mono- (I-IV) and N,N prime -bis(hydroxyalkyl)piperazines (V-VIII) in yields of 85-95% calculated on the alpha -oxide. The authors show that the two molecules of the asymmetric alpha -oxide add on exclusively at the nitrogen atoms of the heterocycle, and that oligomerization of the alpha -oxide and addition of its second molecule at the hydroxyl groups of mono(hydroxyalkyl)piperazines (I-IV) make no appreciable contribution. The presence of free hydroxyl groups in compounds (I-VIII) offers possibilities of chemical bonding in epoxy compositions.
