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GB913898A - Cyclopropylamines - Google Patents

Cyclopropylamines

Info

Publication number
GB913898A
GB913898A GB35164/60A GB3516460A GB913898A GB 913898 A GB913898 A GB 913898A GB 35164/60 A GB35164/60 A GB 35164/60A GB 3516460 A GB3516460 A GB 3516460A GB 913898 A GB913898 A GB 913898A
Authority
GB
United Kingdom
Prior art keywords
cyclopropylamine
benzyl
methyl
reaction mixture
dry ether
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
GB35164/60A
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.)
Abbott Laboratories
Original Assignee
Abbott Laboratories
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 Abbott Laboratories filed Critical Abbott Laboratories
Publication of GB913898A publication Critical patent/GB913898A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/26—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
    • C07C211/29—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
    • C07C209/06—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms
    • C07C209/08—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/62—Preparation of compounds containing amino groups bound to a carbon skeleton by cleaving carbon-to-nitrogen, sulfur-to-nitrogen, or phosphorus-to-nitrogen bonds, e.g. hydrolysis of amides, N-dealkylation of amines or quaternary ammonium compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

The invention comprises compounds of the general formula <FORM:0913898/IV (b)/1> where R is hydrogen, methyl, or ethoxycarbonyl. N-benzyl-cyclopropylamine may be obtained by hydrogenating N-benzylidenecyclopropylamine in a solvent, such as absolute alcohol, at room temperature in the presence of a palladium catalyst, and recovering the resultant product from the reaction mixture. N-benzyl-N-cyclopropyl-ethyl carbamate may be obtained by reacting the amine compound with ethyl chlorocarbonate in dry ether in the presence of triethylamine, and N-benzyl-N-methyl-cyclopropylamine may be obtained by refluxing a mixture of the ethyl carbamate compound with lithium aluminium hydride in dry ether. The reaction mixture is decomposed with water and filtered; the filtrate is concentrated and distilled under reduced pressure to obtain the product as a colourless oil. The N-benzylidene-cyclopropylamine used as starting material may be obtained by adding cyclopropylamine dropwise, with stirring and cooling, to benzaldehyde.
GB35164/60A 1959-10-22 1960-10-13 Cyclopropylamines Expired GB913898A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US84790859A 1959-10-22 1959-10-22

Publications (1)

Publication Number Publication Date
GB913898A true GB913898A (en) 1962-12-28

Family

ID=25301790

Family Applications (1)

Application Number Title Priority Date Filing Date
GB35164/60A Expired GB913898A (en) 1959-10-22 1960-10-13 Cyclopropylamines

Country Status (2)

Country Link
BE (1) BE596083A (en)
GB (1) GB913898A (en)

Also Published As

Publication number Publication date
BE596083A (en) 1961-04-17

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