Classifications

• • 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
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
  • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
  • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
  • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
  • C07D207/24—Oxygen or sulfur atoms
  • C07D207/26—2-Pyrrolidones
  • C07D207/273—2-Pyrrolidones 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 other ring carbon atoms
  • C07D207/277—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
  • C07D207/28—2-Pyrrolidone-5- carboxylic acids; Functional derivatives thereof, e.g. esters, nitriles

Definitions

• the present invention refers to a process for the preparation of pyridoxine 5-oxo-2-pyrrolidone carboxylate having the formula:
• Pyridoxine 5-oxo-2-pyrrolidone carboxylate is a known substance used for many years for therapeutic purposes.
• Pyridoxine also known as Bg vitamin
• Bg vitamin is a well-known active principle that found use, among others, in the treatment of acute alcoholic intoxications, although with certain perplexities as to its real benefit in therapeutic treatments.
• vomiting states and those of hyperprolactinemias induced by neuroendocrine disorderliness from iatrogenic origin are also noteworthy.
• Patent No. 1.131.855 that involves reacting under heat and stirring for 30 minutes, solutions, preferably in ethanol, of pyridoxine and pyroglutamic acid, precipitating thereafter by cooling the crude reaction product. The latter is then subjected to a purification by chromatography on an ion exchange resin, finally isolating the desired product by precipitation of the residue, obtained by means of evaporation under reduced pressure of the eluate from ethanol.
• Main object of the present invention is to provide a process for preparing the subject product which should prove to be industrially advantageous, both from yield standpoint and easy production procedure.
• the present invention entails a process for preparing pyridoxine
• the salt formation obtained therefrom is confirmed by the melting point and by the I.R. spectrum that shows characteristic absorption bands of a salt that are different from those of the two starting compounds.
• the DSC spectrum confirms the formation of the desired salt.
• the salt obtained has a molecular weight of 298.28 and the following per cent composition: C:52,34%, H:6,08%, N:9,33% and O:32,18%, has the aspect of a white odourless crystalline powder, having a melting point of 96-98°C and having a slightly acidic taste, very water-soluble, poorly soluble in cold ethyl alcohol and insoluble in common organic solvents, such as acetone, ethyl ether, chloroform and benzene.
• EXAMPLE 8 663 kg of l,2-pyrrolidone-5-carboxylic acid and 11,337 kg of pyridoxine base are thoroughly sieved and mixed for 30 minutes.

Landscapes

• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
• Pyrrole Compounds (AREA)
• Nitrogen Condensed Heterocyclic Rings (AREA)
• Pyridine Compounds (AREA)
• Curing Cements, Concrete, And Artificial Stone (AREA)

Applications Claiming Priority (2)

Publications (1)

Family

ID=11365118

Family Applications (1)

Country Status (5)

Cited By (1)

Citations (4)

Family Cites Families (1)

• 1993
  • 1993-02-23 IT ITMI930340A patent/IT1263956B/it active IP Right Grant
  • 1993-03-31 KR KR1019930005259A patent/KR100257967B1/ko not_active Expired - Fee Related
  • 1993-05-21 TW TW082104025A patent/TW235962B/zh not_active IP Right Cessation
• 1994
  • 1994-02-19 AT AT0900494A patent/AT403160B/de not_active IP Right Cessation
  • 1994-02-19 WO PCT/EP1994/000517 patent/WO1994019324A1/en not_active Ceased

Patent Citations (4)

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