CH124078A - Process for the preparation of an organic rhodane compound. - Google Patents
Process for the preparation of an organic rhodane compound.Info
- Publication number
- CH124078A CH124078A CH124078DA CH124078A CH 124078 A CH124078 A CH 124078A CH 124078D A CH124078D A CH 124078DA CH 124078 A CH124078 A CH 124078A
- Authority
- CH
- Switzerland
- Prior art keywords
- acid
- preparation
- organic
- compound
- rhodane
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- 238000002360 preparation method Methods 0.000 title claims description 4
- 150000001875 compounds Chemical class 0.000 title description 2
- 239000002253 acid Substances 0.000 claims description 6
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 239000003929 acidic solution Substances 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- 239000000975 dye Substances 0.000 claims 1
- 239000013067 intermediate product Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
- NJYFRQQXXXRJHK-UHFFFAOYSA-N (4-aminophenyl) thiocyanate Chemical group NC1=CC=C(SC#N)C=C1 NJYFRQQXXXRJHK-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- 229960004889 salicylic acid Drugs 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 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)
- Thiazole And Isothizaole Compounds (AREA)
Description
Verfahren zur Darstellung einer organischen Rhodanverbindung. Im Hauptpatent ist ein Verfahren zur Einführung von Rhodangruppen in organische Verbindungen beschriebenen, nach welchem man auf die zu rhodanierende organische Verbindung ein anorganisches Rhodanid in gelöster Form und gleichzeitig ein Halogen zur Einwirkung bringt.
Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung der 5-Rhodan- salicylsäure der Formel:
EMI0001.0007
welches dadurch gekennzeichnet ist, dass man ein anorganisches Rhodanid in gelöster Form und ,gleichzeitig ein Halogen auf Salicylsäure einwirken lässt. pharmazeutischen Produkten Verwendung finden. <I>Beispiel:</I> 14 Teile Salicylsäure und 40 Teile Rhodan- natrium werden unter Erwärmen in 300 Teilen Ameisensäure gelöst. Dann lässt man 30 Teile Brom, im selben Lösungsmittel gelöst, zu tropfen.
Man entfernt eventuell sich abschei dende Polymerisationsprodukte durch Abfil- trieren. Dann giesst man die Lösung auf Wasser und extrahiert mit organischen Lö sungsmitteln. Nach Abdunsten derselben wird als Rückstand die 5-Rhodansalicylsäure er halten, die in reinem Zustand bei 165 schmilzt.
Process for the preparation of an organic rhodane compound. The main patent describes a process for introducing rhodan groups into organic compounds, according to which an inorganic rhodanide in dissolved form and at the same time a halogen are brought into action on the organic compound to be rhodanized.
The present patent relates to a process for the preparation of 5-rhodanosalicylic acid of the formula:
EMI0001.0007
which is characterized in that an inorganic rhodanide in dissolved form and, at the same time, a halogen is allowed to act on salicylic acid. find pharmaceutical products use. <I> Example: </I> 14 parts of salicylic acid and 40 parts of sodium rhodan are dissolved in 300 parts of formic acid with heating. Then 30 parts of bromine dissolved in the same solvent are allowed to drop in.
Any polymerization products which may have separated out are removed by filtration. The solution is then poured into water and extracted with organic solvents. After evaporation of the same, 5-rhodansalicylic acid is kept as a residue, which melts at 165 in the pure state.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE124078X | 1925-08-27 | ||
| CH122990T | 1926-08-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH124078A true CH124078A (en) | 1928-01-02 |
Family
ID=25709977
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH124078D CH124078A (en) | 1925-08-27 | 1926-08-13 | Process for the preparation of an organic rhodane compound. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH124078A (en) |
-
1926
- 1926-08-13 CH CH124078D patent/CH124078A/en unknown
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