DE854954C - Process for the production of xanthine - Google Patents
Process for the production of xanthineInfo
- Publication number
- DE854954C DE854954C DEB1635D DEB0001635D DE854954C DE 854954 C DE854954 C DE 854954C DE B1635 D DEB1635 D DE B1635D DE B0001635 D DEB0001635 D DE B0001635D DE 854954 C DE854954 C DE 854954C
- Authority
- DE
- Germany
- Prior art keywords
- dioxy
- xanthine
- diaminopyrimidine
- production
- formamide
- 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
Links
- LRFVTYWOQMYALW-UHFFFAOYSA-N 9H-xanthine Chemical compound O=C1NC(=O)NC2=C1NC=N2 LRFVTYWOQMYALW-UHFFFAOYSA-N 0.000 title claims description 10
- 238000000034 method Methods 0.000 title claims description 6
- 229940075420 xanthine Drugs 0.000 title claims description 5
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims description 12
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 8
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 4
- 235000019253 formic acid Nutrition 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 description 2
- PPAULTVPKLVLII-UHFFFAOYSA-N 4,5-diaminopyrimidine Chemical compound NC1=CN=CN=C1N PPAULTVPKLVLII-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- VZTDIZULWFCMLS-UHFFFAOYSA-N ammonium formate Chemical compound [NH4+].[O-]C=O VZTDIZULWFCMLS-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
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 Gegenstand der Patente 835 441 und 850 749 sind Verfahren zur Herstellung von Xanthin, bei denen entweder Monoformyl-2, 6-dioxy-4, 5-diamino-pyrimidin oder 2, 6-Dioxy-4, 5-diaminopyrimidinsulfat, letzteres in Gegenwart von Natrium- bzw. Ammoniumformiat, mit Formamid auf Temperaturen zwischen 18o und 2oo° erhitzt wird. Bei diesem Verfahren wird je nach der Dauer der Umsetzung mehr oder weniger Formamid zersetzt.Process for the preparation of xanthine the subject of patents 835,441 and 850 749 are processes for the production of xanthine, in which either monoformyl-2, 6-dioxy-4, 5-diamino-pyrimidine or 2, 6-dioxy-4, 5-diaminopyrimidine sulfate, the latter in the presence of sodium or ammonium formate, with formamide to temperatures between 18o and 2oo ° is heated. This procedure will vary depending on the duration of the implementation more or less formamide decomposes.
Es wurde nun gefunden, daß die Zersetzung des Formamids weitgehend ausgeschaltet werden kann, wenn man das Erhitzen von Monoformyl-2; 6-dioxy-4, 5-diaminopyrimidin oder 2, 6-Dioxy-,4, 5-diaminopyrimidin mit Formamid in Gegenwart von Ameisensäure vornimmt. Das 2, 6-Dioxy-4, 5-diaminopyrimidin wird vorzugsweise in Form des Sulfats verwendet.It has now been found that the decomposition of the formamide is largely can be switched off if the heating of monoformyl-2; 6-dioxy-4,5-diaminopyrimidine or 2,6-dioxy-, 4,5-diaminopyrimidine with formamide in the presence of formic acid undertakes. The 2,6-dioxy-4,5-diaminopyrimidine is preferably in the form of the sulfate used.
Zweckmäßig wird die Umsetzung nur mit so viel Ameisensäure durchgeführt, daß die Reaktionstemperatur nicht wesentlich unter IBio° sinkt.The reaction is expediently only carried out with as much formic acid as that the reaction temperature does not fall significantly below IBio °.
Im folgenden soll die Durchführung des erfindungsgemäßen Verfahrens an Hand eines Ausführungsbeispiels näher erläutert werden: Beispiel 5o Teile Monoformyl-2, 6,dioxy-4, 5-diarninopyrimidin werden mit 25o Teilen Formamid und 2o Teilen Ameisensäure 2 Stunden bei 18o4° gehalten. Das gebildete und abgetrennte Xant'hin fällt in einer Ausbeute von 95% der Theorie an.The following is intended to carry out the process according to the invention are explained in more detail using an exemplary embodiment: Example 50 parts of monoformyl-2, 6, dioxy-4, 5-diarninopyrimidine are mixed with 25o parts of formamide and 2o parts of formic acid 2 hours at 18o4 ° held. The formed and separated xanthine is obtained in a yield of 95% of theory.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB1635D DE854954C (en) | 1944-03-01 | 1944-03-01 | Process for the production of xanthine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB1635D DE854954C (en) | 1944-03-01 | 1944-03-01 | Process for the production of xanthine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE854954C true DE854954C (en) | 1952-11-10 |
Family
ID=6952375
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEB1635D Expired DE854954C (en) | 1944-03-01 | 1944-03-01 | Process for the production of xanthine |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE854954C (en) |
-
1944
- 1944-03-01 DE DEB1635D patent/DE854954C/en not_active Expired
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