GB984016A - New piperazine derivatives and a process for their preparation - Google Patents

New piperazine derivatives and a process for their preparation

Info

Publication number
GB984016A
GB984016A GB7428/62A GB742862A GB984016A GB 984016 A GB984016 A GB 984016A GB 7428/62 A GB7428/62 A GB 7428/62A GB 742862 A GB742862 A GB 742862A GB 984016 A GB984016 A GB 984016A
Authority
GB
United Kingdom
Prior art keywords
reaction
alkaline agent
phenoxyethyl
carbon atoms
polyalkoxyphenyl
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
GB7428/62A
Inventor
Jacques Robert Boissier
Roger Ratouis
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.)
Societe Industrielle pour la Fabrication des Antibiotiques SA SIFA
Original Assignee
Societe Industrielle pour la Fabrication des Antibiotiques SA SIFA
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 Societe Industrielle pour la Fabrication des Antibiotiques SA SIFA filed Critical Societe Industrielle pour la Fabrication des Antibiotiques SA SIFA
Priority to GB7428/62A priority Critical patent/GB984016A/en
Priority to FR925900A priority patent/FR1355063A/en
Priority to FR925899A priority patent/FR2446M/en
Publication of GB984016A publication Critical patent/GB984016A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • C07D239/42—One nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/72—Nitrogen atoms
    • C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
    • 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
    • C07D295/04—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/084—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/088—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain

Landscapes

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

Abstract

The invention comprises piperazine derivatives of the formula <FORM:0984016/C2/1> wherein Ar represents a halogenophenyl, alkoxyphenyl (the alkoxy radicals having 2 or 3 carbon atoms) or polyalkoxyphenyl radical (the alkoxy radicals having 1 to 3 carbon atoms), and R is a halogenophenyl, monoalkoxyphenyl or polyalkoxyphenyl (the alkoxy groups having 1 to 3 carbon atoms), phenyl or pyridyl radical, and acid addition salts thereof, and the preparation thereof by reaction of an o -phenoxyethyl halide with an R-substituted piperazine in the presence of an alkaline agent capable of combining with the hydrohalic acid formed. The alkaline agent may be an excess of the substituted piperazine, in which case the reaction is carried out in an aromatic hydrocarbon solvent, preferably at the boiling point, or the alkaline agent may be an inorganic alkaline agent, when the reaction is carried out in butanol, preferably at 100 DEG to 110 DEG C. o -Phenoxyethyl halides may be prepared by reaction of the corresponding phenol with excess of 1,2-dihalogenoethane by bringing the mixture to the boiling point, adding a strong base capable of converting the phenol into the basic derivative thereof, boiling the mixture under reflux and separating the o -phenoxyethyl halide formed. Therapeutic compositions, which may be administered penorally, rectally or parenterally and which act as depressants of the central nervous system and hypotensors, contain as the active ingredient the compounds of formula I, together with a pharmaceutically acceptable carrier.
GB7428/62A 1962-02-26 1962-02-26 New piperazine derivatives and a process for their preparation Expired GB984016A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
GB7428/62A GB984016A (en) 1962-02-26 1962-02-26 New piperazine derivatives and a process for their preparation
FR925900A FR1355063A (en) 1962-02-26 1963-02-25 Novel n-n 'disubstituted piperazines and method of preparation
FR925899A FR2446M (en) 1962-02-26 1963-02-25 New derivatives of piperazine.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB7428/62A GB984016A (en) 1962-02-26 1962-02-26 New piperazine derivatives and a process for their preparation

Publications (1)

Publication Number Publication Date
GB984016A true GB984016A (en) 1965-02-24

Family

ID=9832932

Family Applications (1)

Application Number Title Priority Date Filing Date
GB7428/62A Expired GB984016A (en) 1962-02-26 1962-02-26 New piperazine derivatives and a process for their preparation

Country Status (1)

Country Link
GB (1) GB984016A (en)

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