CH201867A - Process for the preparation of a compound of 4-dimethylamino-1-phenyl-2,3-dimethyl-5-pyrazolone which is readily soluble in water. - Google Patents
Process for the preparation of a compound of 4-dimethylamino-1-phenyl-2,3-dimethyl-5-pyrazolone which is readily soluble in water.Info
- Publication number
- CH201867A CH201867A CH201867DA CH201867A CH 201867 A CH201867 A CH 201867A CH 201867D A CH201867D A CH 201867DA CH 201867 A CH201867 A CH 201867A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- water
- dimethyl
- dimethylamino
- phenyl
- Prior art date
Links
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims description 11
- 238000000034 method Methods 0.000 title claims description 6
- 150000001875 compounds Chemical class 0.000 title description 6
- RMMXTBMQSGEXHJ-UHFFFAOYSA-N Aminophenazone Chemical compound O=C1C(N(C)C)=C(C)N(C)N1C1=CC=CC=C1 RMMXTBMQSGEXHJ-UHFFFAOYSA-N 0.000 title description 4
- 238000002360 preparation method Methods 0.000 title description 2
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 4
- 235000002906 tartaric acid Nutrition 0.000 claims description 4
- 239000011975 tartaric acid Substances 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 229940051880 analgesics and antipyretics pyrazolones Drugs 0.000 description 1
- 229960002319 barbital Drugs 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical compound O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 1
- -1 tartaric acid methylamino-methylheptene Chemical compound 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung einer in Wasser leicht löslichen Verbindung des 4-Dimethylamino-l-phenyl-2,3-dimethyl-6-pyrazolons. Gegenstand des Hauptpatentes ist ein Verfahren zur Herstellung einer in Wasser leicht löslichen Verbindung des 4-Dimethyl- amino-1- phenyl - 2.;
3 -dimethyl - 5 -pyrazolons, welches @d@aidiurch .gekennzeichnet ist, dass man @diäthylbarbitursaur es 6-Methylamino-2'- methyl-2-hepten auf 4-Dimethylamino-l- pheny 1- 2, 3 -,dimethyl - 5 - pyrazolon einwirken lässt.
Nach vorliegender Erfindung erhält man eine ebenfalls in Wasser leicht lösliche Ver bindung :des 4-Dim-ethylamin.o-l-phenyl-2,3- dimethyl-5-pyrazolons dadurch, dass man saures weinsaures 6-Methyla-mino-2-methyl- 2-hepten auf 4-Dimethylamino-l-phenyl-2;3- dimethyl-5-pyrazolon einwirken lässt.
Die Verbindung war bisher nicht be kannt. Sie enthält die Komponenten im molekularen Verhältnis 1:1 und ist in Wasscr bei Zimmertemperatur bis zu einem Gehalt von 45% klar löslich.
Das Verfahren wird vorteilhaft in Ge- genwart von Wasser durchgeführt, und zwar derart,,dass: man die Komponenten im stöchio- metrisolLen Verhältnis 1 : 1 zusammengibt.
<I>Beispiele:</I> 1. 20 g saures, weinsaure s Methylamino- methylhepten und 1:16 g Dimethylamino- phenyldimethylpyrazolon werden innig ver mischt und in Wasser ,gelöst. Auf diese Weise kann eine 45 % ige klare Lösung der neuen Verbindung erhalten werden.
2. 28 g Methylaminomethyl@hepten, 30 g Weinsäure und 46g Dimethylaminopheny1- dimethylpyrazolon werden in 128 cm3 Wasser, gegebenenfalls unter schwacher Erwärmung gelöst, wobei eine 45 % ige Lösung der Ver bindung dies weinsauren b!fethylaminomethyl- heptens mit Dimethylaminophenyldimethyl- pyrazolon entsteht.
Weder in .der Kälte, noch beim Verdün- nen scheiden sich die Komponenten ab. Das
EMI0002.0001
stöchiometrische <SEP> Verhältnis <SEP> der <SEP> beiden <SEP> Be sta-ndteile <SEP> ist <SEP> 1 <SEP> : <SEP> 1.
Process for the preparation of a compound of 4-dimethylamino-1-phenyl-2,3-dimethyl-6-pyrazolone which is readily soluble in water. The subject of the main patent is a process for the production of a compound of 4-dimethylamino-1-phenyl-2 which is readily soluble in water.
3 -dimethyl-5-pyrazolones, which @ d @ aidiurch .gekmarks that one @ diethylbarbituric acid is 6-methylamino-2'-methyl-2-heptene on 4-dimethylamino-1-pheny 1-2, 3 -, dimethyl - 5 - lets pyrazolone take effect.
According to the present invention, a compound which is also readily soluble in water is obtained: 4-Dim-ethylamin.ol-phenyl-2,3-dimethyl-5-pyrazolone by adding acidic tartaric acid 6-methyla-mino-2-methyl- 2-hepten on 4-dimethylamino-1-phenyl-2; 3-dimethyl-5-pyrazolone.
The connection was previously unknown. It contains the components in a molecular ratio of 1: 1 and is clearly soluble in water at room temperature up to a content of 45%.
The process is advantageously carried out in the presence of water, namely in such a way that: the components are combined in a stoichiometric ratio of 1: 1.
<I> Examples: </I> 1. 20 g of acidic, tartaric acid methylamino-methylheptene and 1:16 g of dimethylaminophenyldimethylpyrazolone are intimately mixed and dissolved in water. In this way a 45% clear solution of the new compound can be obtained.
2. 28 g of methylaminomethyl @ hepten, 30 g of tartaric acid and 46 g of dimethylaminophenyl-dimethylpyrazolone are dissolved in 128 cm3 of water, optionally with low heating, a 45% solution of the compound of this tartaric acid bifethylaminomethyl-heptene with dimethylaminophenyldimethylpyrazolone is formed.
The components do not separate out either in the cold or when diluting. The
EMI0002.0001
stoichiometric <SEP> ratio <SEP> of the <SEP> two <SEP> components <SEP> is <SEP> 1 <SEP>: <SEP> 1.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE201867X | 1934-04-27 | ||
| CH196079T | 1935-03-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH201867A true CH201867A (en) | 1938-12-15 |
Family
ID=25722823
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH201867D CH201867A (en) | 1934-04-27 | 1935-03-13 | Process for the preparation of a compound of 4-dimethylamino-1-phenyl-2,3-dimethyl-5-pyrazolone which is readily soluble in water. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH201867A (en) |
-
1935
- 1935-03-13 CH CH201867D patent/CH201867A/en unknown
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