CH141452A - Process for the preparation of an o-aminoarylrhodane compound. - Google Patents
Process for the preparation of an o-aminoarylrhodane compound.Info
- Publication number
- CH141452A CH141452A CH141452DA CH141452A CH 141452 A CH141452 A CH 141452A CH 141452D A CH141452D A CH 141452DA CH 141452 A CH141452 A CH 141452A
- Authority
- CH
- Switzerland
- Prior art keywords
- compound
- preparation
- rhodan
- chloroaniline
- acid
- Prior art date
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung einer o-Amlnoarylrliodanverbindung. Vorliegendes Patentgesuch bezieht sich auf ein Verfahren zur Darstellung von 1 Amino-2-rhodan-4-chlorbenzol der Formel
EMI0001.0002
dadurch gekennzeichnet, dass man Rhodan auf p-Chloranilin in Gegenwart eines neu tralen organischen Lösungsmittels einwirken lässt, das ein gutes Lösungsvermögen für die in Reaktion tretenden Stoffe besitzt.
Die neue Verbindung, die als Zwischen produkt zur Herstellung von Farbstoffen Ver wendung findet, kristallisiert aus den üblichen organischen Lösungsmitteln. z. B. Alkohol, in farblosen Nadeln vom Schmelzpunkt etwa 100 . Durch Behandeln mit alkalischen Ver- seifungsmitteln, zweckmässig unter Zusatz eines Reduktionsmittels, wird die entsprechende o-Amiriomerkaptanverbindung erhalten, die mit Monochloressigsäure zur entsprechenden o-Aminothioglykolsäure kondensiert werden kann.
Beispiel: 13 Teile p-Chloranilin werden mit 50 Teilen Ammoniumrhodanid in etwa 300 Teilen Methylalkohol gelöst und unter Rühren- und Kühlung bei etwa 8-10 langsam eine Lösung von 18 Teilen Brom in 60 Teilen Methyl alkohol zugesetzt.
Man verdünnt dann die Lösung mit etwa 1000 Teilen Wasser, neutralisiert mit Soda und saugt das ausgeschiedene 1-Amicio-2-rho- dan-4-chlorbenzol ab.
Process for the preparation of an o-aminoaryl-iodane compound. The present patent application relates to a process for the preparation of 1-amino-2-rhodan-4-chlorobenzene of the formula
EMI0001.0002
characterized in that rhodan is allowed to act on p-chloroaniline in the presence of a neutral organic solvent which has good dissolving power for the substances which react.
The new compound, which is used as an intermediate in the manufacture of dyes, crystallizes from common organic solvents. z. B. alcohol, in colorless needles with a melting point of about 100. Treatment with alkaline saponifying agents, expediently with the addition of a reducing agent, gives the corresponding o-aminomercaptan compound, which can be condensed with monochloroacetic acid to give the corresponding o-aminothioglycolic acid.
Example: 13 parts of p-chloroaniline are dissolved with 50 parts of ammonium thiocyanate in about 300 parts of methyl alcohol and a solution of 18 parts of bromine in 60 parts of methyl alcohol is slowly added with stirring and cooling at about 8-10.
The solution is then diluted with about 1000 parts of water, neutralized with soda and the precipitated 1-amicio-2-rhodan-4-chlorobenzene is filtered off with suction.
Claims (1)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE141452X | 1927-03-11 | ||
| DE70427X | 1927-04-07 | ||
| CH137209T | 1928-03-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH141452A true CH141452A (en) | 1930-07-31 |
Family
ID=27177041
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH141452D CH141452A (en) | 1927-03-11 | 1928-03-09 | Process for the preparation of an o-aminoarylrhodane compound. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH141452A (en) |
-
1928
- 1928-03-09 CH CH141452D patent/CH141452A/en unknown
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