CH99156A - Process for the preparation of a water-soluble compound of diethylbarbituric acid. - Google Patents
Process for the preparation of a water-soluble compound of diethylbarbituric acid.Info
- Publication number
- CH99156A CH99156A CH99156DA CH99156A CH 99156 A CH99156 A CH 99156A CH 99156D A CH99156D A CH 99156DA CH 99156 A CH99156 A CH 99156A
- Authority
- CH
- Switzerland
- Prior art keywords
- water
- magnesium
- acid
- diethylbarbituric acid
- preparation
- Prior art date
Links
- FTOAOBMCPZCFFF-UHFFFAOYSA-N 5,5-diethylbarbituric acid Chemical compound CCC1(CC)C(=O)NC(=O)NC1=O FTOAOBMCPZCFFF-UHFFFAOYSA-N 0.000 title claims description 12
- 229960002319 barbital Drugs 0.000 title claims description 12
- 150000001875 compounds Chemical class 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 5
- 239000011777 magnesium Substances 0.000 claims description 5
- 229910052749 magnesium Inorganic materials 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 159000000003 magnesium salts Chemical class 0.000 claims description 4
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 claims description 3
- 229960001138 acetylsalicylic acid Drugs 0.000 claims description 3
- 150000002681 magnesium compounds Chemical class 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 239000000243 solution Substances 0.000 description 7
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 4
- 239000001095 magnesium carbonate Substances 0.000 description 4
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- DCNFJXWUPHHBKG-UHFFFAOYSA-N 2-acetyloxybenzoic acid;sodium Chemical compound [Na].CC(=O)OC1=CC=CC=C1C(O)=O DCNFJXWUPHHBKG-UHFFFAOYSA-N 0.000 description 1
- RTZOEZPIPKDVLT-UHFFFAOYSA-N 5,5-diethyl-1,3-diazinane-2,4,6-trione;sodium Chemical compound [Na].CCC1(CC)C(=O)NC(=O)NC1=O RTZOEZPIPKDVLT-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000036760 body temperature Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000012047 saturated solution Substances 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
- C07D239/60—Three or more oxygen or sulfur atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung einer wasserlöslichen Verbindung der Diäthylbarbitursäure. Die vorliegende Erfindung betrifft ein Verfahren zur Herstellung einer wasserlös lichen Verbindung der Diäthylbarbitursäure. Es beruht darauf, dass man Lösungen der Diäthylbarbitursäure mit ,der berechneten Menge einer Magnesiumverbindung, z.
B. von Magnesiumhydrogyd oder frisch gefälltem Ma,gnesiumkarbonat, zweckmässig in der Hitze, digeriert und,die Lösung, nötigenfalls nach Filtration, im Vakuum zur Trockene eindampft.
Behandelt man kristallisiertes Magne- siumkarbonat mit einer Lösung der Diäthyl- barbitursäure, so tritt keine Umsetzung ein. Dagegen setzt sich frisch gefälltes, noch nicht kristallin gewordenes Magnesiumkarbonat mit .der Diäthylbarbitursäure um; aber die gebildete Lösung zersetzt sieh beim Eindamp fen auf dem Wasserbade.
Es entsteht ein nur schwer lösliches Produkt, das nach der Zer legung durch die Mineralsäure einen weit niedrigeren Schmelzpunkt hat, als sie ur sprüngliche Diäthylbarbitursäure.
Dampft man :aber die durch Eintragung frisch gefällten, noch nicht kristallin gewor- denen Magnesiumkarbonates in eine heiss gesättigte Lösung von Diäthylbarbitursäure gewonnene, durch Filtration geklärte Lösung des @diäthylbarbitursauren Magnesiums im Vakuum ein, so erhält man ein im Wasser ziemlich gut lösliches Salz mit etwas über 6 "/o Magnesium.
Wichtig ist es, um ein lös liches Präparat zu erhalten, dass nicht mehr Magnesiumverbindung Verwendung findet, als,der im Endprodukt der Theorie (6,15 %) nach zu erwartenden Magnesiummenge ent spricht.
Es gelingt die Herstellung des Salzes auch aus Magnesiumhydrogyd, wenn man nur die gebildete Lösung im Vakuum ein dampft.
Dieses Magnesiumsalz gibt mit dem Mag nesiumsalz der Azetylsalizylsäure haltbare Mischungen, während Mischungen des di- äthylbarbitursauren Natriums mit Salzen der Azetylsalizylsäure sintern, Essigsäure abspalten und Zersetzungserscheinungen zei gen, offenbar infolge der Bildung des hy groskopischen und leicht zersetzlichen azetyl- salizy1sauren Natriums. <I>Beispiel:
</I> 184 Teile Diäthylbarbitursäure werden in der zwölffachen Menge Wasser in der Hitze gelöst und in kleinen Portionen 30 Teile (trocken gedacht) in wenig Wasser suspen diertes, frisch gefälltes Magnesiumhydroxyd eingetragen. Die von einer geringen Trü bung abfiltrierte Lösung wird im Vakuum bei möglichst niedriger Temperatur zur Trockene gebracht. Schon bei gewöhnlicher Temperatur löst sich ein Teil des Salzes in 30 Teilen Wasser, bei Körpertemperatur <B>(</B>37 ) ist die Löslichkeit beträchtlich grösser.
Process for the preparation of a water-soluble compound of diethylbarbituric acid. The present invention relates to a process for the preparation of a water-soluble compound of diethylbarbituric acid. It is based on the fact that solutions of diethylbarbituric acid with the calculated amount of a magnesium compound, z.
B. of magnesium hydrogen or freshly precipitated magnesium carbonate, conveniently in the heat, digested and the solution, if necessary after filtration, evaporated to dryness in vacuo.
If crystallized magnesium carbonate is treated with a solution of diethylbarbituric acid, no reaction occurs. On the other hand, freshly precipitated magnesium carbonate which has not yet become crystalline reacts with diethylbarbituric acid; but the solution formed decomposes on evaporation on the water bath.
The result is a sparingly soluble product which, after decomposition by the mineral acid, has a much lower melting point than the original diethylbarbituric acid.
If one vaporizes: but the magnesium carbonate, freshly precipitated by the entry and not yet crystallized into a hot, saturated solution of diethylbarbituric acid, obtained by filtration and clarified solution of diethylbarbituric acid, in vacuo, one obtains a salt with something that is fairly soluble in water over 6 "/ o magnesium.
It is important to obtain a soluble preparation that does not use more magnesium compound than that in the end product of theory (6.15%) according to the expected amount of magnesium.
The salt can also be produced from magnesium hydrogen if only the resulting solution is evaporated in vacuo.
This magnesium salt and the magnesium salt of acetylsalicylic acid give stable mixtures, while mixtures of diethylbarbituric acid sodium with salts of acetylsalicylic acid sinter, split off acetic acid and show signs of decomposition, evidently as a result of the formation of the hygroscopic and easily decomposable sodium acetylsalizylic acid. <I> example:
</I> 184 parts of diethylbarbituric acid are dissolved in twelve times the amount of water in the heat and 30 parts (dry thought) suspended in a little water, freshly precipitated magnesium hydroxide are added in small portions. The solution filtered off from a slight cloudiness is brought to dryness in a vacuum at the lowest possible temperature. Some of the salt dissolves in 30 parts of water even at normal temperature, and at body temperature <B> (</B> 37) the solubility is considerably greater.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH99156T | 1921-10-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH99156A true CH99156A (en) | 1923-05-16 |
Family
ID=4357065
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH99156D CH99156A (en) | 1921-10-19 | 1921-10-19 | Process for the preparation of a water-soluble compound of diethylbarbituric acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH99156A (en) |
-
1921
- 1921-10-19 CH CH99156D patent/CH99156A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH99156A (en) | Process for the preparation of a water-soluble compound of diethylbarbituric acid. | |
| DE674515C (en) | Process for the production of low-water trisodium phosphates | |
| DE907172C (en) | Process for the preparation of thiosemicarbazide | |
| DE540531C (en) | Manufacture of anhydrous, acidic disodium pyrophosphate | |
| US1964734A (en) | Crystalline magnesium xylonate and process for the preparation of magnesium salts of aldonic acids | |
| DE952811C (en) | Process for the production of ditetrazole or its salts | |
| AT88718B (en) | Process for the production of cyn sodium. | |
| DE586446C (en) | Process for the preparation of guanidine salts | |
| AT206877B (en) | Process for the production of glutamic acid from molasses mash | |
| DE632073C (en) | Process for the production of selenium-containing organic compounds | |
| DE719436C (en) | Process for the production of cyan sodium | |
| DE539330C (en) | Process for the production of salts of thiodiglycolic acid with alkaline earth metals | |
| DE413299C (en) | Process for the production of potassium nitrate by reacting magnesia nitrate with potassium chloride | |
| DE817754C (en) | Process for the isolation of piperazine from reaction mixtures containing it | |
| DE2433889C2 (en) | Process for the production of pure allcls-cyclopentane-1,2,3,4-tetracarboxylic acid or its salts | |
| AT92398B (en) | Process for the preparation of the alkali and alkaline earth salts of benzylphthalamic acid. | |
| DE635618C (en) | Process for obtaining calcium chloride-free calcium hypochlorite | |
| DE345361C (en) | Process for the preparation of water-soluble compounds of diaethylbarbituric acid and its homologues | |
| AT216671B (en) | Process for the preparation of compounds of various penicillins with sulfonamides | |
| DE550758C (en) | Production of pure beryllium salts | |
| DE380757C (en) | Process for making caustic soda from sodium carbonate | |
| DE556323C (en) | Process for the production of oxalic acid | |
| DE749059C (en) | Process for the production of monocalcium phosphate by digesting rock phosphates with nitric acid | |
| DE505892C (en) | Process for the production of sodium sulfate | |
| AT229332B (en) | Process for the production of ammonium chloride |