CH124079A - Process for the preparation of an organic rhodane compound. - Google Patents
Process for the preparation of an organic rhodane compound.Info
- Publication number
- CH124079A CH124079A CH124079DA CH124079A CH 124079 A CH124079 A CH 124079A CH 124079D A CH124079D A CH 124079DA CH 124079 A CH124079 A CH 124079A
- Authority
- CH
- Switzerland
- Prior art keywords
- organic
- preparation
- rhodane
- compound
- naphtol
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- 238000002360 preparation method Methods 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 title 1
- 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
- 238000000354 decomposition reaction Methods 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 239000003929 acidic solution Substances 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 238000004519 manufacturing process Methods 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- NJYFRQQXXXRJHK-UHFFFAOYSA-N (4-aminophenyl) thiocyanate Chemical group NC1=CC=C(SC#N)C=C1 NJYFRQQXXXRJHK-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 230000001476 alcoholic effect Effects 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
- 239000013078 crystal Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- GCAKFSUPQDLXIL-UHFFFAOYSA-N potassium rhodium Chemical compound [K].[Rh] GCAKFSUPQDLXIL-UHFFFAOYSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Thiazole And Isothizaole Compounds (AREA)
Description
Verfahren zur Darstellung einer organischen Rthodanveibindung. Im Hauptpatent ist ein Verfahren zur Einführung von Rhodangruppen in organische Verbindungen beschrieben, nach welchem man auf die zu rhodanierende organische Verbin dung ein anorganisches Rhodanid in gelöster Form und gleichzeitig ein Halogen zur Ein wirkung bringt.
Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung von 2 . 4 - Dirhodan-l-naphtol der Formel
EMI0001.0007
welches dadurch gekennzeichnet ist, dass man ein anorganisches Rhodanid in gelöster Form und gleichzeitig ein Halogen auf a-Naphtol einwirken lässt.
Das 2. 4-Dirhodan-l-naphtol wird in Form von gelben Nadeln erhalten, die bei 118 bis <B>119'</B> unter Zersetzung schmelzen. Es soll als Zwischenprodukt zur Herstellung von Farbstoffen und pharmazeutischen Produkte Verwendung finden.
<I>Beispiel:</I> 10 Teile a-Naphtol werden in 120 Teilen Essigsäure (96%) und 80 Teile Rhodan- kalium in 350 Teilen Essigsäure gelöst, und zur Mischung beider Lösungen werden 10 Teile Brom, gelöst in 120 Teilen Essigsäure langsam zugetropft. Der nach kurzer Zeit ausfallende Kristallbrei wird filtriert und ge waschen. Der Rückstand wird in Alkohol gelöst und die alkoholische Lösung durch Zusatz von Wasser gefällt. Auf diese Weise erhält man das bisher noch nicht beschrie bene 2.4-Dirhodan-l-naphtol.
Process for the preparation of an organic rthodane bond. 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 effect on the organic compound to be rhodanized.
The present patent relates to a process for the production of 2. 4 - Dirhodan-l-naphtol of the formula
EMI0001.0007
which is characterized in that an inorganic rhodanide in dissolved form and at the same time a halogen are allowed to act on a-naphthol.
The 2,4-dirhodane-1-naphtol is obtained in the form of yellow needles which melt at 118 to 119 'with decomposition. It is said to be used as an intermediate in the manufacture of dyes and pharmaceutical products.
<I> Example: </I> 10 parts of a-naphtol are dissolved in 120 parts of acetic acid (96%) and 80 parts of rhodium potassium in 350 parts of acetic acid, and 10 parts of bromine are dissolved in 120 parts of acetic acid to mix the two solutions slowly added dropwise. The crystal pulp which precipitates out after a short time is filtered and washed. The residue is dissolved in alcohol and the alcoholic solution is precipitated by adding water. In this way, 2.4-dirhodan-1-naphtol, which has not yet been described, is obtained.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE124079X | 1925-08-27 | ||
CH122990T | 1926-08-13 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH124079A true CH124079A (en) | 1928-01-02 |
Family
ID=25709978
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH124079D CH124079A (en) | 1925-08-27 | 1926-08-13 | Process for the preparation of an organic rhodane compound. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH124079A (en) |
-
1926
- 1926-08-13 CH CH124079D patent/CH124079A/en unknown
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