GB689288A - Improvements in and relating to the preparation of tertiary allylamines - Google Patents

Improvements in and relating to the preparation of tertiary allylamines

Info

Publication number
GB689288A
GB689288A GB1317151A GB1317151A GB689288A GB 689288 A GB689288 A GB 689288A GB 1317151 A GB1317151 A GB 1317151A GB 1317151 A GB1317151 A GB 1317151A GB 689288 A GB689288 A GB 689288A
Authority
GB
United Kingdom
Prior art keywords
pyridyl
ene
prop
radical
dimethylamino
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
GB1317151A
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.)
Wellcome Foundation Ltd
Original Assignee
Wellcome Foundation 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 Wellcome Foundation Ltd filed Critical Wellcome Foundation Ltd
Priority to GB1317151A priority Critical patent/GB689288A/en
Publication of GB689288A publication Critical patent/GB689288A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • 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
    • C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/36—Radicals substituted by singly-bound nitrogen atoms
    • C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom

Landscapes

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

Abstract

Tertiary amines of the general formula <FORM:0689288/IV (b)/1> wherein R1 is the 2-pyridyl radical, R2 is the phenyl radical or a chloro or alkoxy substituted phenyl radical or the 2-thienyl radical, R3 and R4 may be the same or different and are alkyl radicals containing from 1 to 5 carbon atoms, or -NR3R4 denotes the pyrollidino or piperidino radical, are prepared by treating propanols of the general formula <FORM:0689288/IV (b)/2> wherein R1, R2, R3 and R4 have the significance indicated above, with an agent to remove the elements of water by known methods for the conversion of tertiary alcohols into olefinic compounds by dehydration, e.g. with aqueous sulphuric acid of strength above 80 per cent by weight or with thionyl chloride. The tertiary amines may be converted into salts. In the examples the following compounds are prepared: 3 - dimethylamino - 1 - (21 - pyridyl) - phenylpropene - 1 - ene and its monohydrochloride, 3 - dimethylamino - 1 - (41 - methoxyphenyl) - 1 - (21 - pyridyl) - prop - 1 - ene and its dihydrochloride, 3 - dimethylamino - 1 - (21 - pyridyl) - 1 - (21 - thienyl) - prop - 1 - ene and its neutral oxalate, 3-N-pyrrolidino-1-(41-chlorophenyl) - 1 - (211 - pyridyl) - prop - 1 - ene and its oxalate, and 3-dimethylamino-1-(41-chlorophenyl) - 1 - (211 - pyridyl) - prop - 1 - ene and its oxalate. The sample furnished under the provisions of Sect. 2 (5) is 1-phenyl-3-N-piperidino - 1 - (21 - pyridyl) - prop - 1 - ene in the form of its oxalate salt. Specification 646,198 is referred to.
GB1317151A 1948-07-20 1948-07-20 Improvements in and relating to the preparation of tertiary allylamines Expired GB689288A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1317151A GB689288A (en) 1948-07-20 1948-07-20 Improvements in and relating to the preparation of tertiary allylamines

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1317151A GB689288A (en) 1948-07-20 1948-07-20 Improvements in and relating to the preparation of tertiary allylamines

Publications (1)

Publication Number Publication Date
GB689288A true GB689288A (en) 1953-03-25

Family

ID=10018158

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1317151A Expired GB689288A (en) 1948-07-20 1948-07-20 Improvements in and relating to the preparation of tertiary allylamines

Country Status (1)

Country Link
GB (1) GB689288A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1122514B (en) * 1959-09-08 1962-01-25 Giulini Gmbh Geb Process for the preparation of hypertensive 2-AEthyl-3,3-diphenyl-propen- (2) -yl-amine

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1122514B (en) * 1959-09-08 1962-01-25 Giulini Gmbh Geb Process for the preparation of hypertensive 2-AEthyl-3,3-diphenyl-propen- (2) -yl-amine

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