CH263147A - Process for the preparation of folic acid. - Google Patents

Process for the preparation of folic acid.

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Publication number
CH263147A
CH263147A CH263147DA CH263147A CH 263147 A CH263147 A CH 263147A CH 263147D A CH263147D A CH 263147DA CH 263147 A CH263147 A CH 263147A
Authority
CH
Switzerland
Prior art keywords
folic acid
preparation
acid
parts
weight
Prior art date
Application number
Other languages
German (de)
Inventor
F Hoffmann- Aktiengesellschaft
Original Assignee
Hoffmann La Roche
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 Hoffmann La Roche filed Critical Hoffmann La Roche
Publication of CH263147A publication Critical patent/CH263147A/en

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Description

  

      Verfahren        zur    Darstellung von     Folsäure.       Es     wurde    gefunden, dass     Folsäure    gebil  det wird, wenn man     2,4,5-Triamino-6-oxy-          pyrimidin,        Glyzerinaldehyd    -     ditoluol    -     sulfo-          säureester,        p-Amino-benzoyl-1(+)-glutamin-          säure        und    ein     Jodid,    z. B.     Jodkalium,    in Lö  sung aufeinander einwirken lässt.  



  Ohne Zusatz von     Jodid    findet keine     Fol-          säurebildung    statt. Bei der Einwirkung von  Jodiden auf     Glyzerinaldehyd-ditoluolsulfo-          säureester    allein bildet sich     Aerolein.    Es ist       daher    anzunehmen, dass sich die Reaktion in  der Weise abspielt, dass ein aus dem     Glyzerin-          aldehyd-ditoluolsulfosäureester    entstandenes  Produkt, entweder     a,ss-Dijod-glyzerinaldehyd     oder     Aerolein,

      in statu nascendi mit dem     Tri-          amino-oxypyrimidin    und der     Aminobenzoyl-          glutaminsäure    unter     Polsäurebildung    zusam  mentritt.  



  Die gemäss vorliegendem Verfahren erhal  tenen rohen Reaktionsprodukte enthalten in  der Regel 6 bis 10     %        Folsäure.     



  Die     Folsäure    soll als Arzneimittel verwen  det werden.  



       Beispiel:     0,8 Gewichtsteile     2,4,5-Triamino-6-oxy-pyri-          midin,    2,0 Gewichtsteile     Ditoluolsulfosäure-          ester    des     Glyzerinaldehyds,    1,4 Gewichtsteile         p-Amino-benzoyl-1(+)-glutaminsäure    und 40  Gewichtsteile     Natriumacetat    werden in einem  Gemisch von 250 Raumteilen Wasser und 750  Raumteilen Methanol in Wasserstoffatmo  sphäre gelöst. Zu der klaren     Lösung        wird    bei  0 bis 50 C auf einmal eine Lösung von 2,5  Gewichtsteilen Jodkalium hinzugegeben.

   Die  Lösung bleibt 55 Stunden bei 0 bis 50 C ste  hen, wird hierauf von einer geringen Menge  eines roten Niederschlages     abfiltriert    und im  Vakuum bei<B>300</B> C verdampft. Den     Rückstand     zieht man mit kaltem Aceton aus und löst ihn  hierauf in möglichst wenig Wasser. Bei der  Zugabe von Salzsäure bis     pH    = 3,5 fällt ein  Niederschlag aus, dessen Menge etwa 0,5 Ge  wichtsteile beträgt und der einen     Folsäure-          gehalt    von 6 bis<B>10%</B> besitzt.  



  Die weitere Reinigung kann auf bekann  tem Wege erfolgen.



      Process for the preparation of folic acid. It has been found that folic acid is formed if 2,4,5-triamino-6-oxy-pyrimidine, glyceral aldehyde - ditoluene - sulfonic acid ester, p-amino-benzoyl-1 (+) - glutamic acid and a Iodide, e.g. B. Potassium iodine, in solution can act on each other.



  Without the addition of iodide, there is no formation of folic acid. When iodides act on glycerine aldehyde ditoluene sulfoic acid ester alone, aerolein is formed. It can therefore be assumed that the reaction takes place in such a way that a product formed from the glycerol aldehyde ditoluenesulfonic acid ester, either a, ss-diiodoglyceraldehyde or aerolein,

      in statu nascendi with the triamino-oxypyrimidine and the aminobenzoylglutamic acid, with the formation of polyacid.



  The crude reaction products obtained according to the present process generally contain 6 to 10% folic acid.



  Folic acid is said to be used as a medicinal product.



       Example: 0.8 parts by weight of 2,4,5-triamino-6-oxy-pyrimidine, 2.0 parts by weight of ditoluenesulfonic acid ester of glycerine aldehyde, 1.4 parts by weight of p-amino-benzoyl-1 (+) - glutamic acid and 40 Parts by weight of sodium acetate are dissolved in a mixture of 250 parts by volume of water and 750 parts by volume of methanol in the hydrogen atmosphere. A solution of 2.5 parts by weight of potassium iodide is added all at once to the clear solution at 0 to 50.degree.

   The solution remains at 0 to 50 ° C. for 55 hours, a small amount of a red precipitate is then filtered off and evaporated in vacuo at <B> 300 </B> C. The residue is extracted with cold acetone and then dissolved in as little water as possible. When hydrochloric acid is added to pH = 3.5, a precipitate separates out, the amount of which is around 0.5 parts by weight and a folic acid content of 6 to 10%.



  Further purification can be carried out in a known manner.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von Folsäure, dadurch gekennzeichnet, dass man 2,4,5-Tri- ainino-6-oxy-pyrimidin, Glyzerinaldehyd-dito- luolsulfosäureester, p-Amino-benzoyl-1(+)- glutaminsäure und ein Jodid in Lösung auf einander einwirken lässt. PATENT CLAIM: Process for the preparation of folic acid, characterized in that 2,4,5-tri-ainino-6-oxy-pyrimidine, glycerine aldehyde-ditoluenesulfonic acid ester, p-amino-benzoyl-1 (+) - glutamic acid and an iodide can act on each other in solution.
CH263147D 1948-03-01 1948-03-01 Process for the preparation of folic acid. CH263147A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH263147T 1948-03-01

Publications (1)

Publication Number Publication Date
CH263147A true CH263147A (en) 1949-08-15

Family

ID=4474709

Family Applications (1)

Application Number Title Priority Date Filing Date
CH263147D CH263147A (en) 1948-03-01 1948-03-01 Process for the preparation of folic acid.

Country Status (1)

Country Link
CH (1) CH263147A (en)

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