AT30322B - Process for the preparation of CC dialkylbarbituric acids. - Google Patents
Process for the preparation of CC dialkylbarbituric acids.Info
- Publication number
- AT30322B AT30322B AT30322DA AT30322B AT 30322 B AT30322 B AT 30322B AT 30322D A AT30322D A AT 30322DA AT 30322 B AT30322 B AT 30322B
- Authority
- AT
- Austria
- Prior art keywords
- preparation
- dialkylbarbituric acids
- urea
- dialkylbarbituric
- acids
- Prior art date
Links
- 239000002253 acid Substances 0.000 title claims description 8
- 150000007513 acids Chemical class 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 5
- 239000004202 carbamide Substances 0.000 claims description 5
- FFNKZSVHHUBFHT-UHFFFAOYSA-N cyanamide;sodium Chemical compound [Na].[Na].NC#N FFNKZSVHHUBFHT-UHFFFAOYSA-N 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- FTOAOBMCPZCFFF-UHFFFAOYSA-N 5,5-diethylbarbituric acid Chemical compound CCC1(CC)C(=O)NC(=O)NC1=O FTOAOBMCPZCFFF-UHFFFAOYSA-N 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229960002319 barbital Drugs 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- -1 diethyl malonic acid ester Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<Desc/Clms Page number 1>
Verfahren zur Darstellung von CC-Dialkylbarbitursäuren.
Als Kondensationsmittel finden vielfache Verwendung die Alkalialkoholate und an deren Stelle auch Alkalimetalle oder deren Amide, so z. B. für die Gewinnung von Dialkylbarbitursäuren, die bekanntlich bei der Einwirkung jener Kondensationsmittel auf Dialkylmalonsäureester und Harnstoff entstehen.
Es wurde nun gefunden, dass jene Dialkylbarbitursäuren auch gewonnen werden können, indem man Dialkylmalonsäureester und Harnstoff mit Dinatriumcyanamid erwärmt, also mit einer Verbindung, deren Wirksamkeit als Kondensationsmittel bisher überhaupt nicht bekannt war. Es war bei der grossen Reaktionsfähigkeit des Cyanamids und seiner Salze auch nicht vorauszusehen, in welcher Weise das Dinatriumcyanamid auf Dialkylmalonester und Harnstoff bzw. auf ein Gemenge der genannten Körper einwirken würde.
Beispiel : 21"6 Teile Diäthylmalonsäureester werden mit 10 Teilen Harnstoff und 20Teilen fein gepulvertem Dinatriumcyanamid gemischt und das Gemisch etwa 3 Stunden auf 105-1100 erwärmt. Die Masse wird hart und es destilliert Alkohol ab. Dann löst man in Wasser und scheidet durch Salzsäure die Hauptmenge der gebildeten Diäthyl- barbitursäure aus, während ein Rest derselben durch Ausschütteln der Lösung mit Äther zugleich mit einem öligen Nebenprodukte erhalten werden kann.
**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
<Desc / Clms Page number 1>
Process for the preparation of CC dialkylbarbituric acids.
The alkali metal alcoholates and, in their place, also alkali metals or their amides, e.g. B. for the production of dialkylbarbituric acids, which are known to arise when those condensing agents act on dialkylmalonic acid esters and urea.
It has now been found that those dialkylbarbituric acids can also be obtained by heating dialkylmalonic acid esters and urea with disodium cyanamide, that is to say with a compound whose effectiveness as a condensing agent was previously unknown. Given the high reactivity of the cyanamide and its salts, it could not be foreseen in which way the disodium cyanamide would act on dialkylmalonic esters and urea or on a mixture of the named bodies.
Example: 21 "6 parts of diethyl malonic acid ester are mixed with 10 parts of urea and 20 parts of finely powdered disodium cyanamide and the mixture is heated to 105-1100 for about 3 hours. The mass becomes hard and alcohol is distilled off. Then it is dissolved in water and the Most of the diethylbarbituric acid formed, while a remainder of it can be obtained by shaking the solution with ether at the same time as an oily by-product.
** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE178935D | 1905-11-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT30322B true AT30322B (en) | 1907-10-25 |
Family
ID=5706818
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT30322D AT30322B (en) | 1905-11-28 | 1907-01-10 | Process for the preparation of CC dialkylbarbituric acids. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT30322B (en) |
-
1907
- 1907-01-10 AT AT30322D patent/AT30322B/en active
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