CH119642A - Process for the preparation of diallylazetylurea. - Google Patents
Process for the preparation of diallylazetylurea.Info
- Publication number
- CH119642A CH119642A CH119642DA CH119642A CH 119642 A CH119642 A CH 119642A CH 119642D A CH119642D A CH 119642DA CH 119642 A CH119642 A CH 119642A
- Authority
- CH
- Switzerland
- Prior art keywords
- diallylazetylurea
- heated
- preparation
- diallyl
- heavy
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C273/18—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas
- C07C273/1854—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas by reactions not involving the formation of the N-C(O)-N- moiety
Description
Verfahren zur Darstellung von Diallylazetylharnstoff. Unter den Ureiden der disubstituierten Essigsäure finden sich Verbindungen von sehr guter hypnotischer Wirkung. Für die Gewinnung solcher Verbindungen stand bis her hauptsächlich der Weg über den Malon- ester, den Monoalkylmalonester" den Di- < < IhyImalotiester, die Dialkylmalönsäure offen. Dabei war eine zeitraubende Isolie rung von Zwischenprodukten notwendig.
Gegenstand der vorliegenden Erfindung ist ein Verfahren, gemäss welchem man mit guter Ausbeute zum Diallylazetylharnstoff gMlangen kann. Es ist dadurch gekennzeich net, dass man Diallylbarbitursäure in schwach alkalischer Lösung erhitzt. Da sämtliche Reaktionen in alkalischer Lösung verlaufen, so ist die Isolierung der Zwischen produkte nicht erforderlich.
Der Diallylazetylharnstoff kristallisiert in farblosen Nadeln von Schmelzpunkt 156 his <B>157</B> . Er löst sich in Alkohol und Chloroform in der Wärme leicht. In Benzol ist er auch in der Wärme ziemlich schwer, in Äther schwer, in Wasser fast unlöslich. Die Verbindung soll als Arzneimittel Ver wendung finden. Beispiel: 20,8 Teile Diallylbarbitursäure werden- in 300 Teilen verdünntem 5 %igen Ammo niak gelöst und während etwa 10 Stunden auf dem siedenden Wasserbade erhitzt.
Es scheidet sich der Diallylazetylharnstoff ab, welcher durch Abfiltrieren fast rein ge wonnen wird. Er schmilzt bei 156 bis 157 . Die noch in Lösung enthaltene Di. allylbarbitursäure kann entweder zurück gewonnen oder durch weiteres Erhitzen ebenfalls gespalten werden.
Process for the preparation of diallylazetylurea. Among the ureides of disubstituted acetic acid are compounds with a very good hypnotic effect. To obtain such compounds, the main route up to now was via the malonic ester, the monoalkylmalonic ester, the di- <<<ihyImalotiester, the dialkylmalonic acid. This required time-consuming isolation of intermediates.
The present invention relates to a process according to which one can obtain diallylazetylurea gMlangen with good yield. It is characterized in that diallyl barbituric acid is heated in a weakly alkaline solution. Since all reactions take place in an alkaline solution, it is not necessary to isolate the intermediate products.
The diallylazetylurea crystallizes in colorless needles with a melting point of 156 to 157. It dissolves easily in hot alcohol and chloroform. In benzene it is quite heavy even when heated, it is heavy in ether, and almost insoluble in water. The compound is intended to be used as a medicinal product. Example: 20.8 parts of diallyl barbituric acid are dissolved in 300 parts of dilute 5% ammonia and heated on the boiling water bath for about 10 hours.
The diallylazetylurea separates out, which is obtained almost pure by filtering off. It melts at 156 to 157. The di.allylbarbituric acid still present in solution can either be recovered or also split by further heating.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH119642T | 1926-01-20 | ||
| CH119327T | 1930-09-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH119642A true CH119642A (en) | 1927-04-01 |
Family
ID=25709244
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH119642D CH119642A (en) | 1926-01-20 | 1926-01-20 | Process for the preparation of diallylazetylurea. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH119642A (en) |
-
1926
- 1926-01-20 CH CH119642D patent/CH119642A/en unknown
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