DE166267C - - Google Patents
Info
- Publication number
- DE166267C DE166267C DENDAT166267D DE166267DA DE166267C DE 166267 C DE166267 C DE 166267C DE NDAT166267 D DENDAT166267 D DE NDAT166267D DE 166267D A DE166267D A DE 166267DA DE 166267 C DE166267 C DE 166267C
- Authority
- DE
- Germany
- Prior art keywords
- amino
- dioxypyrimidines
- isonitroso
- electrolytic
- reduction
- 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.)
- Active
Links
- 239000003929 acidic solution Substances 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- 150000002739 metals Chemical class 0.000 claims description 3
- 230000000875 corresponding Effects 0.000 claims description 2
- 241000490025 Schefflera digitata Species 0.000 claims 1
- 235000015250 liver sausages Nutrition 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 238000006011 modification reaction Methods 0.000 claims 1
- 230000001603 reducing Effects 0.000 description 5
- 238000006722 reduction reaction Methods 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- PSQZLWHRJMYZHD-UHFFFAOYSA-N 5-amino-1,3-diazinane-2,4,6-trione Chemical compound NC1C(=O)NC(=O)NC1=O PSQZLWHRJMYZHD-UHFFFAOYSA-N 0.000 description 1
- 229940083082 Pyrimidine derivatives acting on arteriolar smooth muscle Drugs 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 230000003247 decreasing Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000005868 electrolysis reaction Methods 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000003230 pyrimidines Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/52—Two oxygen atoms
- C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
- C07D239/545—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Electrolytic Production Of Metals (AREA)
- Electrochromic Elements, Electrophoresis, Or Variable Reflection Or Absorption Elements (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Es wurde gefunden, daß die im Hauptpatent durch Metalle in saurer Lösung bewirkte Reduktion der 4-Amino-5-isonitroso-2 · 6-dioxypyrimidine zu den entsprechenden Diaminoverbindungen auch durch elektrolytisch abgeschiedenen Wasserstoff erfolgen kann. Diese Arbeitsweise bringt gegenüber derjenigen des Hauptpatentes den Vorteil mit sich, daß die erhaltenen Lösungen frei von Metallen sind, so daß die Basen daraus durch einfachen Zusatz von Ammoniak gleich im Zustande hoher Reinheit abgeschieden werden können. Stromdichte und Säuregehalt der Lösungen können bei der Elektrolyse innerhalb weiter Grenzen schwanken. Nach oben wird der Gehalt an Säure begrenzt durch die Zersetzlichkeit der zu reduzierenden Verbindungen, nach unten durch ihre mit dem Säuregehalt abnehmende Löslichkeit.It was found that the effect in the main patent was caused by metals in acidic solution Reduction of the 4-amino-5-isonitroso-2 · 6-dioxypyrimidines to the corresponding diamino compounds also by electrolytic means deposited hydrogen can take place. This way of working brings about the one the main patent with the advantage that the solutions obtained are free of metals so that the bases from it are in the same state by the simple addition of ammonia high purity can be deposited. Current density and acidity of the solutions can occur during electrolysis within further limits fluctuate. The acid content is limited by the decomposability of the compounds to be reduced, down by their with the Acidity decreasing solubility.
ao Nach dem, was bisher über elektrolytische Reduktionen von Pyrimidinderivaten durch die Literatur bekannt geworden ist (Ber. 33, 1900, S. 3378 bis 3387 und Ber. 34, 1901, S. 3286 bis 3291), war in keiner Weise zu erwarten, daß die Reduktion des 4-Amino-5"isonitro-2 ·■ 6-dioxypyrimidins leicht und glatt ausführbar sein würde. Aus den erwähnten Veröffentlichungen ergibt sich zunächst ausnahmslos, daß kein einheitliches Reduktionsprodukt entsteht, sondern ein mehr oder minder kompliziertes Gemisch, indem eine oder mehrere C O- Gruppen reduziert werden, in einem Falle sogar der Ring aufgesprengt wird. Außerdem war die Abspaltung der Aminogruppe als Ammoniak zu erwarten, wie das z. B. beim Uramil der Fall ist, um so mehr, als die elektrolytische Reduktion in stark saurer Lösung erfolgt.ao According to what has so far become known from the literature about electrolytic reductions of pyrimidine derivatives (Ber. 33, 1900, pp. 3378 to 3387 and Ber. 34, 1901, pp. 3286 to 3291), it was in no way to be expected that the reduction of the 4-amino-5 "isonitro-2 · ■ 6-dioxypyrimidine would be easy and smooth to carry out. From the publications mentioned it initially emerges without exception that there is no uniform reduction product, but a more or less complicated mixture by adding a or several C O groups are reduced, in one case even the ring is burst open In addition, the splitting off of the amino group as ammonia was to be expected, as is the case, for example, with uramil, all the more so as the electrolytic reduction in strongly acidic solution takes place.
Für den Erfolg des vorliegenden Verfahrens ist das Material der Elektroden von geringem Einfluß; als besonders geeignet haben sich Elektroden aus Blei erwiesen.For the success of the present method, the material of the electrodes is from little influence; Lead electrodes have proven to be particularly suitable.
Man löst 1 kg 3-Methyl-4-amino-5-isonitroso-2 · 6-dioxypyrimidin in etwa 20 kg öoprozentiger Schwefelsäure, bringt diese Lösung in den Kathodenraum einer elektrolytischen Zelle und reduziert mit einem Strom von 3 A/qdm Kathodenfläche bei Verwendung einer Bleikathode. Nach Durchgang der genügenden Strommenge übersättigt man mit Ammoniak und erhält so das 3-Methyl-4 · 5 -diamino-2 · 6-dioxypyrimidin.Dissolve 1 kg of 3-methyl-4-amino-5-isonitroso-2 · 6-dioxypyrimidine in about 20 kg Oil percent sulfuric acid, brings this solution into the cathode compartment of an electrolytic Cell and reduced with a current of 3 A / qdm cathode area when using a lead cathode. After passing the sufficient Amount of electricity is oversaturated with ammonia and so 3-methyl-4 is obtained · 5-diamino-2 · 6-dioxypyrimidine.
_, ._,.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE166267C true DE166267C (en) |
Family
ID=431677
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT166267D Active DE166267C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE166267C (en) |
-
0
- DE DENDAT166267D patent/DE166267C/de active Active
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