CH123104A - Process for the preparation of 1- (3'-sulfophenyl) -5-pyrazolone-3-carboxylic acid methyl ester. - Google Patents
Process for the preparation of 1- (3'-sulfophenyl) -5-pyrazolone-3-carboxylic acid methyl ester.Info
- Publication number
- CH123104A CH123104A CH123104DA CH123104A CH 123104 A CH123104 A CH 123104A CH 123104D A CH123104D A CH 123104DA CH 123104 A CH123104 A CH 123104A
- Authority
- CH
- Switzerland
- Prior art keywords
- methyl ester
- carboxylic acid
- acid methyl
- sulfophenyl
- pyrazolone
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 150000007857 hydrazones Chemical class 0.000 claims description 2
- MAIRDOOJJIGWBJ-UHFFFAOYSA-N oxaloacetic acid 4-methyl ester Chemical compound COC(=O)CC(=O)C(O)=O MAIRDOOJJIGWBJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung des 1-(3'-Sulfophenyl)-6-pyrazolon-3-karbonsäuremethylesters. Gegenstand dieses Zusatzpatentes ist ein Verfahren zur Darstellung des 1-(3'-sulfo- phenyl) - 5 - pyrazolon - 3 - karbonsäuremethyl- esters. Das Verfahren ist dadurch gekenn zeichnet, dass man das aus meta-Sulfophenyl- hydrazin und einem Salz des Oxalessig= methylesters erhältliche Hydrazon in wässeriger Lösung erwärmt.
Beispiel: " 188 Teile ineta-Sulfophenylhydrazin wer den in 1000 Teilen Wasser suspendiert; dann setzt man 202 Teile des Natriumsalzes des Oxalessigmethylesters zu und lässt etwa 1 Stunde in der gälte stehen; dann erhitzt man das Gremisch langsam zum Sieden; nach. etwa 1-2 Stunden beginnt die "Lösung unter Abscheidung von Kristallen zu stossen. Dann gibt man soviel Wasser hinzu, dass wieder in der Hitze eine klare Lösung entsteht und hält noch 1-2 Stunden im Sieden.
Beim Erkalten kristallisiert der Sulfophenylpyrazo- lorrkarbonsäuremethylester aus; durch Zusatz von verdünnten Säuren kann aus der Lauge noch eine weitere Menge an Ester erhalten werden. Das so erhaltene Produkt kann durch Umkristallisieren aus Wasser gereinigt werden und stellt dann ein weisses Pulver dar. Es soll zur. Darstellung von Farbstoffen dienen.
Process for the preparation of 1- (3'-sulfophenyl) -6-pyrazolone-3-carboxylic acid methyl ester. The subject of this additional patent is a process for the preparation of 1- (3'-sulfophenyl) -5-pyrazolone-3-carboxylic acid methyl ester. The process is characterized in that the hydrazone obtainable from meta-sulfophenylhydrazine and a salt of oxaloacetic = methyl ester is heated in an aqueous solution.
Example: "188 parts of ineta-sulfophenylhydrazine are suspended in 1000 parts of water; 202 parts of the sodium salt of oxaloacetic methyl ester are then added and the mixture is left to stand in the cold for about 1 hour; then the mixture is slowly heated to the boil; after. 2 hours the "solution begins to collide with the separation of crystals. Then add enough water that a clear solution is formed again in the heat and it is kept boiling for another 1-2 hours.
On cooling, the methyl sulfophenylpyrazolorocarboxylate crystallizes out; A further amount of ester can be obtained from the lye by adding dilute acids. The product obtained in this way can be purified by recrystallization from water and is then a white powder. Representation of dyes are used.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE123104X | 1924-11-27 | ||
| CH119718T | 1925-11-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH123104A true CH123104A (en) | 1927-10-17 |
Family
ID=25709310
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH123104D CH123104A (en) | 1924-11-27 | 1925-11-24 | Process for the preparation of 1- (3'-sulfophenyl) -5-pyrazolone-3-carboxylic acid methyl ester. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH123104A (en) |
-
1925
- 1925-11-24 CH CH123104D patent/CH123104A/en unknown
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