GB722467A - Improvements in and relating to the manufacture of ª‰-n-morpholinoethylmorphine - Google Patents

Improvements in and relating to the manufacture of ª‰-n-morpholinoethylmorphine

Info

Publication number
GB722467A
GB722467A GB2075352A GB2075352A GB722467A GB 722467 A GB722467 A GB 722467A GB 2075352 A GB2075352 A GB 2075352A GB 2075352 A GB2075352 A GB 2075352A GB 722467 A GB722467 A GB 722467A
Authority
GB
United Kingdom
Prior art keywords
morphinate
bromoethylmorpholine
alcoholic
atmosphere
nitrogen
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
GB2075352A
Inventor
Edward Severin Stern
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.)
J F MACFARLAN AND Co Ltd
Original Assignee
J F MACFARLAN AND 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 J F MACFARLAN AND Co Ltd filed Critical J F MACFARLAN AND Co Ltd
Priority to GB2075352A priority Critical patent/GB722467A/en
Publication of GB722467A publication Critical patent/GB722467A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D489/00Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula:
    • C07D489/02Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula: with oxygen atoms attached in positions 3 and 6, e.g. morphine, morphinone

Landscapes

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

Abstract

b - N - Morpholinoethylmorphine is prepared by reacting an N-b -halogenoethylmorpholine with an alkali metal morphinate in solution in a substantially anhydrous solvent and preferably in an atmosphere of an inert gas, e.g. nitrogen. In examples: (1) alcoholic morphine is treated with sodium ethoxide, and the sodium morphinate refluxed with alcoholic N-b -chloroethylmorpholine hydrochloride (previously neutralized with sodium ethoxide); (2) as in (1) using an atmosphere of nitrogen; (3) as in (2) but using N-b -bromoethylmorpholine hydrobromide as halogen component; (4), (5) and (8) employ methanol, iso-propanol and dioxane respectively as the solvent; (6) and (7) toluene and benzene respectively are added to the reaction mixture of example (2) as the ethanol distils to maintain a constant volume of reactants. N - b - Bromoethylmorpholine hydrobromide used as a starting material in example (3) is prepared from N-b -hydroxyethylmorpholine and phosphorus tribromide. Specification 680,952 is referred to.
GB2075352A 1952-08-18 1952-08-18 Improvements in and relating to the manufacture of ª‰-n-morpholinoethylmorphine Expired GB722467A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2075352A GB722467A (en) 1952-08-18 1952-08-18 Improvements in and relating to the manufacture of ª‰-n-morpholinoethylmorphine

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2075352A GB722467A (en) 1952-08-18 1952-08-18 Improvements in and relating to the manufacture of ª‰-n-morpholinoethylmorphine

Publications (1)

Publication Number Publication Date
GB722467A true GB722467A (en) 1955-01-26

Family

ID=10151073

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2075352A Expired GB722467A (en) 1952-08-18 1952-08-18 Improvements in and relating to the manufacture of ª‰-n-morpholinoethylmorphine

Country Status (1)

Country Link
GB (1) GB722467A (en)

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