DE850749C - Process for the production of xanthine - Google Patents

Process for the production of xanthine

Info

Publication number
DE850749C
DE850749C DEB1632D DEB0001632D DE850749C DE 850749 C DE850749 C DE 850749C DE B1632 D DEB1632 D DE B1632D DE B0001632 D DEB0001632 D DE B0001632D DE 850749 C DE850749 C DE 850749C
Authority
DE
Germany
Prior art keywords
xanthine
production
dioxy
sodium
diaminopyrimidine
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
DEB1632D
Other languages
German (de)
Inventor
Wilhelm Dr Konz
Georg Dr Scheuing
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.)
CH Boehringer Sohn AG and Co KG
Original Assignee
CH Boehringer Sohn AG and Co KG
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 CH Boehringer Sohn AG and Co KG filed Critical CH Boehringer Sohn AG and Co KG
Priority to DEB1632D priority Critical patent/DE850749C/en
Application granted granted Critical
Publication of DE850749C publication Critical patent/DE850749C/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D473/00—Heterocyclic compounds containing purine ring systems
    • C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
    • C07D473/04—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms

Landscapes

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

Description

Verfahren zur Herstellung von Xanthin Die vorliegende Erfindung betrifft ein Verfahren zur Herstellung von Xanthin aus 2, 6-Dioxy-4, 5-diaminopyrimidinsulfat.Process for the preparation of xanthine The present invention relates to a process for the preparation of xanthine from 2,6-dioxy-4,5-diaminopyrimidine sulfate.

Es ist bekannt (Berichte der deutsch. Chem. Ges. Bd. 33, S. 30,43 I Igool), daß man Xanthin durch Erhitzen des Mononatriumsalzes des Monoformyl-2, 6-dioxy-4, 5-diamiriopyrimidins auf etwa 22o° herstellen kann. Dabei ist es erforderlich, das Natriumsalz zu isolieren, zu trocknen, es trocken zu erhitzen und das Reaktionsprodukt in Wasser zu lösen und zu fällen. Diese Maßnahmen sind recht umständlich. Außerdem sind d'ie Ausbeuten bei diesem Verfahren nicht besonders gut (6o bis 70 %). Dieses Traubesehe Verfahren, das vom 2, 6-Dioxy-4, 5-diaminopyrimidinsulfat zuerst zur entsprechenden Formylverb indung und von dieser durch Ringschluß zum Xanthin führt, war bisher das allein brauchbare.It is known (reports of the German. Chem. Ges. Vol. 33, pp. 30,43 I Igool) that xanthine can be obtained by heating the monosodium salt of monoformyl-2, 6-dioxy-4, 5-diamiriopyrimidins to about 22o ° can produce. It is necessary to to isolate the sodium salt, to dry it, to heat it dry and the reaction product to dissolve and precipitate in water. These measures are quite cumbersome. aside from that The yields in this process are not particularly good (6o to 70%). This Grape see process, which from 2, 6-Dioxy-4, 5-diaminopyrimidine sulfate first to corresponding formyl compound and leads from this to xanthine by ring closure, was the only useful thing up to now.

Es wurde nun gefunden, daß man. Xanthin in fast quantitativer Ausbeute erhalten kann, ohne daß die Formylkörperstufe als selbständige Reaktion gebraucht wird. Erfindungsgemäß wird das 2, 6-Dioxy-.4, S-diaminopyrimidinsulfat bei Gegenwart von Natrium- bzw. 2lmmoniumformiat mit Fortnamid auf 1b'0 bis 200° erhitzt.It has now been found that one. Xanthine in almost quantitative yield can be obtained without using the formyl body stage as an independent reaction will. According to the invention, the 2,6-dioxy-.4, S-diaminopyrimidine sulfate is present in the presence heated by sodium or ammonium formate with Fortnamide to between 1 and 200 °.

Bei der Durchführung des erfindungsmäßigen Verfahrens wird zweckmäßig eine Suspension des 2, 6-1)ioxy-4, 5-diaminopyrimidinsulfats in Gegenwart der äquivalenten Menge Natrium- bzw. Ammoniumformiat in etwa der fünffachen Menge Formamid erhitzt. Dabei findet die Umwandlung der Diaminoverbindung in das Xanthin statt, wobei man voriibergehend Lösung beobachten kann. Nach kurzer Zeit beginnt sich das Xanthi.n abzuscheiden.. Es wird abgetrennt und kann nach üblichen Methoden gereinigt werden oder als solches zur weiteren Verarbeitung auf Alkylxanth.ine, z. B. Coffein, eingesetzt werden. Die Ausbeuten an Xanthin, bezogen auf eingesetzte Diaminoverbindung, sind fast quantitativ.When carrying out the method according to the invention, it is expedient a suspension of the 2, 6-1) ioxy-4, 5-diaminopyrimidine sulfate in the presence of the equivalent The amount of sodium or ammonium formate is heated to about five times the amount of formamide. This is where the conversion takes place the diamino compound into the xanthine instead, whereby one can observe temporary solution. After a short time it begins the Xanthi.n to be deposited .. It is separated and can be according to conventional methods cleaned or as such for further processing on alkylxanth.ine, z. B. caffeine can be used. The yields of xanthine, based on the used Diamino compound, are almost quantitative.

Im folgenden soll die Durchführung des, erfindungsmäßigen Verfahrens an Hand eines Ausführungsbeispiels näher erläutert werden. Beispiel 8,1 Teile des 2, 6-Dioxy-¢, 5-diaminopyrimidinsulfats werden mit 3,5 Teilen Natriumformiat in :4o Teilen Formamid suspendiert und etw. 2 Stunden in schwachem Sieden gehalten: Temperatur etwa igo°. Nach knapp i Stunde beginnt sich aus der Lösung das Xanthin abzuscheiden. Nach Beendigung der Reaktion trennt man das Nanthin ab. Ausbeute fast quantitativ.In the following, the implementation of the inventive method are explained in more detail using an exemplary embodiment. Example 8.1 parts of the 2, 6-Dioxy [, 5-diaminopyrimidinesulfate with 3.5 parts of sodium formate in : 4o parts of formamide suspended and kept at low boiling for about 2 hours: Temperature about igo °. After just under an hour, the xanthine begins to dissolve to be deposited. After the reaction has ended, the nanthine is separated off. Yield almost quantitatively.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von Xanthin, dadurch gelzeiiiizeicliiiet, (lali 2, 6-I)ioxy-.I, 5-diaminopyriniidinsulfat in Gegenwart der äquivalenten Menge Natrium- bzw. Ammoniumformiat mit Formamid auf 180 bis 200° erhitzt wird. Claim: Process for the production of xanthine, thereby gelzeiiiizeicliiiet, (lali 2, 6-I) ioxy-.I, 5-diaminopyriniidinsulfat in the presence of the equivalent amount of sodium or ammonium formate with formamide is heated to 180 to 200 °.
DEB1632D 1943-10-24 1943-10-24 Process for the production of xanthine Expired DE850749C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEB1632D DE850749C (en) 1943-10-24 1943-10-24 Process for the production of xanthine

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB1632D DE850749C (en) 1943-10-24 1943-10-24 Process for the production of xanthine

Publications (1)

Publication Number Publication Date
DE850749C true DE850749C (en) 1952-09-29

Family

ID=6952373

Family Applications (1)

Application Number Title Priority Date Filing Date
DEB1632D Expired DE850749C (en) 1943-10-24 1943-10-24 Process for the production of xanthine

Country Status (1)

Country Link
DE (1) DE850749C (en)

Similar Documents

Publication Publication Date Title
DE850749C (en) Process for the production of xanthine
DE835441C (en) Process for the production of xanthine
DE763145C (en) Process for the preparation of 5-AEthyl-5-piperidinobarbituric acid
DE736885C (en) Process for processing residues from glycerine distillation
DE684725C (en) Process for the production of ascorbic acid
DE957841C (en) Process for the preparation of sulfonamides
DE854954C (en) Process for the production of xanthine
DE679340C (en) Process for the preparation of dehydrobinaphthylenediimine
DE752870C (en) Process for the preparation of aminobenzenesulfonamidothiazoles
DE542801C (en) Process for the production of real Kuepen dyes
DE968485C (en) Process for the production of guanidides of organic sulfonic acids
DE868906C (en) Process for the conversion of ª ‡, ª ‰ -unsaturated aliphatic nitrohydrocarbons
DE869204C (en) Process for the preparation of diphenylmethane-4, 4'-diacetonitrile
DE854953C (en) Process for the production of xanthine
DE858250C (en) Process for the preparation of oxy group-containing derivatives of ª ‡ -pyrrolidones
DE872043C (en) Process for the production of reductic acid
DE490188C (en) Process for the preparation of 6-alkoxy-8-aminoquinolines
DE613066C (en) Process for the preparation of 8-oxychinaldine
DE748802C (en) Process for the preparation of 2-aminonaphthalene-8-sulfonic acids
DE888909C (en) Process for the production of drying binders
DE868904C (en) Process for the production of aroyl-acylamino-acetic acid esters
DE954421C (en) Process for the production of ªŠ-acetyl-lysine
DE890345C (en) Process for the preparation of hydrogenated formylpteroic acids
DE514505C (en) Process for the preparation of 1-methyl-5-chlorobenzene-2-carboxamide-3-thioglycolic acid
DE644193C (en) Process for the preparation of 4-alkylpyridines