GB814152A - Improvements in or relating to tertiary amines and their salts and the production thereof - Google Patents

Improvements in or relating to tertiary amines and their salts and the production thereof

Info

Publication number
GB814152A
GB814152A GB13405/57A GB1340557A GB814152A GB 814152 A GB814152 A GB 814152A GB 13405/57 A GB13405/57 A GB 13405/57A GB 1340557 A GB1340557 A GB 1340557A GB 814152 A GB814152 A GB 814152A
Authority
GB
United Kingdom
Prior art keywords
piperidino
phenyl
formula
compounds
pentene
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
GB13405/57A
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.)
Boehringer Ingelheim Pharma GmbH and Co KG
Original Assignee
Dr Karl Thomae GmbH
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 Dr Karl Thomae GmbH filed Critical Dr Karl Thomae GmbH
Publication of GB814152A publication Critical patent/GB814152A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/56—Nitrogen atoms
    • C07D211/58—Nitrogen atoms attached in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/10—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
    • C07D211/14—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/26—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

The invention comprises 1-phenyl-2-piperidino pentene-(3), 1-phenyl-2-piperidino-hexane and the o-, m- and p-methyl derivatives of 1-phenyl-2-piperidino-pentane and quaternary salts of these compounds; and comprises also a process for the preparation of tertiary amines of the formula <FORM:0814152/IV (b)/1> wherein R is a hydrogen atom or an alkyl or alkoxy group and Z is a straight or branched chain alkyl or alkenyl group with more than 2 carbon atoms by treating a nitrile of the formula <FORM:0814152/IV (b)/2> in the presence of a solvent with a benzyl magnesium halide which may be substituted in the phenyl ring by the group "R" and decomposing the reaction product by acidification. The Grignard reaction is preferably carried out in ether, benzene, tetrahydrofurane, dioxane or dibutyl ether or a mixture thereof. The products may be converted into quaternary ammonium compounds, for example by reaction with methyl bromide. Examples describe the preparation of 1-phenyl-2-piperidino-pentane and the corresponding quaternary methobromide and the above specified tertiary amino compounds. a -Piperidino-nitriles of the formula II, used as starting materials, such as a -piperidino-pentene-(2) nitrile, are made by conventional methods, for example by reacting an aldehyde of the formula Z-CHO with piperidine hydrochloride and an alkali metal cyanide in aqueous solution.
GB13405/57A 1956-04-26 1957-04-26 Improvements in or relating to tertiary amines and their salts and the production thereof Expired GB814152A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE814152X 1956-04-26

Publications (1)

Publication Number Publication Date
GB814152A true GB814152A (en) 1959-05-27

Family

ID=6734465

Family Applications (1)

Application Number Title Priority Date Filing Date
GB13405/57A Expired GB814152A (en) 1956-04-26 1957-04-26 Improvements in or relating to tertiary amines and their salts and the production thereof

Country Status (1)

Country Link
GB (1) GB814152A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2875234A (en) * 1956-10-05 1959-02-24 Dow Chemical Co Biphenylyl phosphoroamidothioates

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2875234A (en) * 1956-10-05 1959-02-24 Dow Chemical Co Biphenylyl phosphoroamidothioates

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