GB1293843A - A process for the manufacture of pyridine derivatives - Google Patents

A process for the manufacture of pyridine derivatives

Info

Publication number
GB1293843A
GB1293843A GB1325970A GB1325970A GB1293843A GB 1293843 A GB1293843 A GB 1293843A GB 1325970 A GB1325970 A GB 1325970A GB 1325970 A GB1325970 A GB 1325970A GB 1293843 A GB1293843 A GB 1293843A
Authority
GB
United Kingdom
Prior art keywords
pyridoxine
acid
formula
oxazolylacetic
dioxepine
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
GB1325970A
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.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
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 F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of GB1293843A publication Critical patent/GB1293843A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems
    • 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
    • C07D213/60—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 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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/65—One oxygen atom attached in position 3 or 5
    • C07D213/66—One oxygen atom attached in position 3 or 5 having in position 3 an oxygen atom and in each of the positions 4 and 5 a carbon atom bound to an oxygen, sulphur, or nitrogen atom, e.g. pyridoxal
    • C07D213/67—2-Methyl-3-hydroxy-4,5-bis(hydroxy-methyl)pyridine, i.e. pyridoxine

Landscapes

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

Abstract

1293843 Pyridoxine F HOFFMANN LA ROCHE & CO AG 19 March 1970 [25 March 1969] 13259/70 Heading C2V Pyridoxine and acid addition salts thereof are obtained by heating a mixture of (a) an oxazolylacetic acid of formula where R<SP>1</SP> is hydrogen or a carboxyl group and R<SP>2</SP> is an alkyl group, with (b) a dioxepine compound of formula where R<SP>3</SP> and R<SP>4</SP> are hydrogen, alkyl or phenyl, and (c) a compound of formula where A and B are in trans-configuration and each represents an electron-withdrawing group, and converting the adduct thereby obtained into pyridoxine or an acid addition salt thereof by rearrangement and acidic hydrolysis. In examples : (a) is 5-ethoxy-4-oxazolylacetic acid. and' 2 - carboxy - 5 - ethoxy - 4 - oxazolylacetic acid, (b) is 2 - isopropyl - 4,7 - dihydro - 1,3- dioxepine and (c) is dimethyl fumarate, diethyl fumarate, di-n-butyl fumarate and fumarodinitrile. Other starting materials are mentioned.
GB1325970A 1969-03-25 1970-03-19 A process for the manufacture of pyridine derivatives Expired GB1293843A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH446569A CH505095A (en) 1969-03-25 1969-03-25 Process for the preparation of pyridoxine

Publications (1)

Publication Number Publication Date
GB1293843A true GB1293843A (en) 1972-10-25

Family

ID=4276599

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1325970A Expired GB1293843A (en) 1969-03-25 1970-03-19 A process for the manufacture of pyridine derivatives

Country Status (9)

Country Link
BE (1) BE747826A (en)
CH (1) CH505095A (en)
DE (1) DE2008854C3 (en)
DK (1) DK126195B (en)
FR (1) FR2039904A5 (en)
GB (1) GB1293843A (en)
NL (1) NL7002658A (en)
SE (1) SE383516B (en)
SU (1) SU416937A3 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4339586A (en) * 1980-01-11 1982-07-13 Takeda Chemical Industries, Ltd. Production of pyridoxine

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3013086A1 (en) * 1980-04-03 1981-10-15 Robert Bosch Gmbh, 7000 Stuttgart FUEL INJECTION VALVE

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4339586A (en) * 1980-01-11 1982-07-13 Takeda Chemical Industries, Ltd. Production of pyridoxine
DK154762B (en) * 1980-01-11 1988-12-19 Takeda Chemical Industries Ltd PROCEDURE FOR THE PREPARATION OF PYRIDOXIN OR ACID ADDITION SALTS.

Also Published As

Publication number Publication date
CH505095A (en) 1971-03-31
BE747826A (en) 1970-09-23
SE383516B (en) 1976-03-15
NL7002658A (en) 1970-09-29
DE2008854C3 (en) 1978-10-05
DE2008854A1 (en) 1970-10-01
DK126195B (en) 1973-06-18
SU416937A3 (en) 1974-02-25
DE2008854B2 (en) 1978-02-02
FR2039904A5 (en) 1971-01-15

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee