Syntheses of piperazines. III. Catalytic syntheses of N-substituted piperazines was written by Ishiguro, Takeo;Kitamura, Eiichi;Matsumura, Masaki;Ogawa, Hiroshi. And the article was included in Yakugaku Zasshi in 1955.Related Products of 21867-64-1 This article mentions the following:
Vapor phase reaction of 53 g. RN(CH2CH2OH)2 (I, R = H) and 23 l. NH3 3-5 hrs. at 300-400° over dehydration catalysts (activated earth, ZnO-acid clay, CrO3-acid clay, Cu-Ni-Al2O3 or SiO2-Al2O3) gives no piperazine; 60 g. I (R = Me) (II) and 25 l. NH3 heated 6 hrs. at 300°, yielded 14% 1-substituted piperazine (R = substituent) (III, R = Me) (IV), b. 134-6°; di(2,4-dinitrophenolate, m. 209-9.5°). The same reaction with 24 l. NH3 5 hrs. at 325°, yielded 20% IV; 23 l. NH3, 5 hrs. at 350° yielded 18% IV; 24 l. NH3, 5.5 hrs. at 375° yielded 8% IV; 27 l. NH3, 5.5 hrs. at 425° yielded 4% IV. Similarly, 53 g. I (R = Et) (V) and 21 l. NH3 5 hrs. at 325° yielded 8% III (R = Et) (VI). V (53 g.) and 22 l. NH3 5.5 hrs. at 350° yielded 2% VI, b. 155-8° (p-toluenesulfonate, m. 73-4°). I (R = Pr) (VII) (59 g.) and 23 l. NH3 5.5 hrs. at 325° yielded 8% III (R = Pr) (VIII), b. 165-70°, dipicrate, m. 235-6° (decomposition). I (R = Bu) (IX) (56 g.) and 18 l. NH3 5.5 hrs. at 350° yielded 4% III (R = Bu), b. 186-92°; dipicrate, m. 249° (decomposition). Similarly, 60 g. II and 26 g. MeNH2 heated 6 hrs. at 325° yielded 32% RN.CH2.CH2.NR1CH2.CH2 (X, R = Me = R1), b. 131-3°; di(2,4-dinitrophenolate, m. 216.5-7.5°. Neither IX and BuNH2 nor I (R = H) and PhNH2 give X. IV and PhNH2 yielded 7% X (R = Me, R1 = Ph) (XI), b20 145-50°; dipicrate, m. 215° (decomposition); monomethiodide, m. 234-5°. The maximum yield of XI was 14% when heated 5.5 hrs. at 450°. V (33 g.) and 23 g. PhNH2 heated 6.2 hrs. at 450° yielded 9% X (R = Et, R1 = Ph), b18 165-70°; monomethiodide, m. 233-5°. I (R = Ph) and PhNH2 give no X. SiO2-Al2O3 coprecipitate was the best catalyst; the best reaction temperature was 325° for NH3 and aliphatic amines, and 450° for aromatic amines. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Related Products of 21867-64-1).
1-Propylpiperazine (cas: 21867-64-1) belongs to piperazine derivatives. The piperazine scaffold is often found in biologically active compounds in different therapeutic areas. These therapeutic areas include antifungals, antidepressants, antivirals, and serotonin receptor (5-HT) antagonists/agonists. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines. The connecting property of all these chemicals is the presence of a piperazine functional group.Related Products of 21867-64-1
Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics