GB899386A - d-2-phenyl-3-methyltetrahydro-1,4-oxazine and a method of manufacturing same - Google Patents

d-2-phenyl-3-methyltetrahydro-1,4-oxazine and a method of manufacturing same

Info

Publication number
GB899386A
GB899386A GB1674/60A GB167460A GB899386A GB 899386 A GB899386 A GB 899386A GB 1674/60 A GB1674/60 A GB 1674/60A GB 167460 A GB167460 A GB 167460A GB 899386 A GB899386 A GB 899386A
Authority
GB
United Kingdom
Prior art keywords
optically active
residue
phenyl
methyltetrahydro
oxazine
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
GB1674/60A
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.)
Spofa Sdruzeni Podniku Pro Zdravotnickou Vyrobu
Spofa Vereinigte Pharma Werke
Original Assignee
Spofa Sdruzeni Podniku Pro Zdravotnickou Vyrobu
Spofa Vereinigte Pharma Werke
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 Spofa Sdruzeni Podniku Pro Zdravotnickou Vyrobu, Spofa Vereinigte Pharma Werke filed Critical Spofa Sdruzeni Podniku Pro Zdravotnickou Vyrobu
Publication of GB899386A publication Critical patent/GB899386A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
    • C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
    • C07D265/34—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings
    • C07D265/36—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings condensed with one six-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

The invention comprises optically active a -2-phenyl - 3 - methyltetrahydro - 1, 4 - oxazine and its hydrochloride and the preparation thereof by reducing optically active phenyl acetyl carbinol, or a mixture of optically active and racemic forms, in the presence of monoethanolamine, removing volatile solvents by distillation, dissolving the residue in a dilute aqueous solution of sulphuric acid containing at most 3 mols of sulphuric acid to 1 mol of the impure base, distilling off water from the obtained solution at a temperature not exceeding 60 DEG C., completing the cyclisation by heating the residue at a temperature not exceeding 100 DEG C. under reduced pressure, neutralizing the diluted residue to a pH 6,5-7.5, removing the precipitated ballast compounds, adjusting the solution to pH 10-12, separating the liberated base, converting it into a salt, preferably the hydrochloride, and isolating the optically active a -isomer salt by criystallization from organic solvents. Specification 773,780 is referred to.
GB1674/60A 1959-01-20 1960-01-18 d-2-phenyl-3-methyltetrahydro-1,4-oxazine and a method of manufacturing same Expired GB899386A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CS37859 1959-01-20

Publications (1)

Publication Number Publication Date
GB899386A true GB899386A (en) 1962-06-20

Family

ID=5335752

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1674/60A Expired GB899386A (en) 1959-01-20 1960-01-18 d-2-phenyl-3-methyltetrahydro-1,4-oxazine and a method of manufacturing same

Country Status (2)

Country Link
CH (1) CH389610A (en)
GB (1) GB899386A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011146850A1 (en) * 2010-05-21 2011-11-24 Research Triangle Institute Phenylmorpholines and analogues thereof
US8906908B2 (en) 2010-05-21 2014-12-09 Research Triangle Institute Hydroxybupropion analogues for treating drug dependence

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011146850A1 (en) * 2010-05-21 2011-11-24 Research Triangle Institute Phenylmorpholines and analogues thereof
US8906908B2 (en) 2010-05-21 2014-12-09 Research Triangle Institute Hydroxybupropion analogues for treating drug dependence
US9527823B2 (en) 2010-05-21 2016-12-27 Research Triangle Institute Hydroxybupropion analogues for treating drug dependence
US9617229B2 (en) 2010-05-21 2017-04-11 Research Triangle Institute Phenylmorpholines and analogues thereof

Also Published As

Publication number Publication date
CH389610A (en) 1965-03-31

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