GB788121A - An improved process for the preparation of piperazine - Google Patents

An improved process for the preparation of piperazine

Info

Publication number
GB788121A
GB788121A GB2186255A GB2186255A GB788121A GB 788121 A GB788121 A GB 788121A GB 2186255 A GB2186255 A GB 2186255A GB 2186255 A GB2186255 A GB 2186255A GB 788121 A GB788121 A GB 788121A
Authority
GB
United Kingdom
Prior art keywords
piperazine
ammonium chloride
salt
separated
added
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB2186255A
Inventor
Douglas Archibald Peak
Thomas Iswel Watkins
Peter Edward Macey
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Boots Pure Drug Co Ltd
Original Assignee
Boots Pure Drug Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Boots Pure Drug Co Ltd filed Critical Boots Pure Drug Co Ltd
Priority to GB2186255A priority Critical patent/GB788121A/en
Publication of GB788121A publication Critical patent/GB788121A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
    • C07D295/027—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
    • C07D295/023—Preparation; Separation; Stabilisation; Use of additives

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Piperazine is prepared by a process comprising heating a salt of b -hydroxyethylethylene diamine and a hydrohalic acid at a temperature in the range 200-270 DEG C. The salts which may be used are monohydrohalides, dihydrohalides or mixtures of these and may be prepared in situ. The reaction is preferably carried out in an atmosphere of nitrogen. The piperazine may be separated by making the resultant mixture alkaline and fractionally distilling it. Alternatively it may be separated by forming a double salt between an ammonium halide and a piperazine dihydrohalide, of formula 2HX.C4H10N2.NH4X.H2O (X is a halogen atom), treating this with excess of aqueous alkali and distilling the product. In the examples: (a) hydrochloric acid is added to b -hydroxyethylethylene diamine under reflux; the resulting mixture is heated at 220-230 DEG C.; ammonium chloride is added and piperazine dihydrochloride-ammonium chloride is separated; piperazine is obtained by dissolving the double salt in caustic soda solution, adding alcohol and fractionally distilling the alcoholic solution of piperazine; (b) hydrochloric acid, followed by ammonium chloride, is added to b -hydroxyethylethylenediamine and the salt obtained is heated at 220-240 DEG C.; piperazine is separated as in (a); and (c) ammonium chloride is added to b -hydroxyethylethylene diamine and the resulting salt is heated at 220-240 DEG C.; the double salt of piperazine dihydrochloride and ammonium chloride is obtained and piperazine is liberated as in (a).
GB2186255A 1955-07-28 1955-07-28 An improved process for the preparation of piperazine Expired GB788121A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2186255A GB788121A (en) 1955-07-28 1955-07-28 An improved process for the preparation of piperazine

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2186255A GB788121A (en) 1955-07-28 1955-07-28 An improved process for the preparation of piperazine

Publications (1)

Publication Number Publication Date
GB788121A true GB788121A (en) 1957-12-23

Family

ID=10170073

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2186255A Expired GB788121A (en) 1955-07-28 1955-07-28 An improved process for the preparation of piperazine

Country Status (1)

Country Link
GB (1) GB788121A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3023211A (en) * 1960-09-12 1962-02-27 Jefferson Chem Co Inc Method for the preparation of piperazine monohydrochloride
US3106558A (en) * 1960-07-20 1963-10-08 Union Carbide Corp Process for the preparation of piperazines

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3106558A (en) * 1960-07-20 1963-10-08 Union Carbide Corp Process for the preparation of piperazines
US3023211A (en) * 1960-09-12 1962-02-27 Jefferson Chem Co Inc Method for the preparation of piperazine monohydrochloride

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