CH123854A - Process for the preparation of an anthracene derivative. - Google Patents
Process for the preparation of an anthracene derivative.Info
- Publication number
- CH123854A CH123854A CH123854DA CH123854A CH 123854 A CH123854 A CH 123854A CH 123854D A CH123854D A CH 123854DA CH 123854 A CH123854 A CH 123854A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- anthracene derivative
- aniline
- diaminodiphenylanthracene
- color
- Prior art date
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines Anthracenderivates. Es wurde gefunden, dass nach dem Ver fahren ,des Hauptpatentes je nach den zur Anwendung kommenden speziellen Bedin gungen in mehr oder weniger starkem Masse Diaminodiphenylanthracen erhalten wird, das nach folgendem Schema, aufgebaut ist:
EMI0001.0006
und dass man durch längeres Erhitzen des Ausgangsmaterials auf über<B>180'</B> (Innen temperatur), unter Zurücktreten des Bis aminophenyla.nthrons, das Diaminodiphenyl- anthra.cen zum Hauptprodukt machen kann.
Als Reduktionsmittel wirkt bei der Bildung des Anthracenderivates ein Teil des Anilin salzes. Auch das Diaminodiphenylanthracen ist ein wichtiger Ausgangsstoff zur Herstel lung von Farbstoffen und andern neuen Pro- dukten.
Beispiel: 20 Teile Anthrachinon, 50 Teile salzsau res Anilin und 100 Teile Anilin werden im Ölbad unter Rühren drei Stunden auf 185 Innentemperatur erhitzt, so da.ss das Anilin in gelindes Sieden gerät. Die Schmelze wird allmählich dunkler, nach 1:L/9 Stunde scheiden, sich unter Dickwerden der Schmelze Kristalle ab. Man erhitzt noch eine Stunde, verdünnt mit Alkohol, saugt ab und wäscht mit etwas Alkohol nach. Die zurückbleibenden Kri stalle sind das Chlorhydrat der beschriebenen Base. Man kocht mit Wasser, filtriert und wäscht neutral.
Der Körper kristallisiert aus Pyridin oder Chlorbenzol in schwach gelb ge färbten Blättern, deren Schmelzpunkt über <B>300'</B> liegt. In konzentrierter Schwefelsäure löst sich die Verbindung mit gelber Farbe auf; die Farbe verschwindet beim Stehen oder gelinden Erwärmen und die schwach gefärbte Lösung zeigt nun eine starke blaue Fluorescenz. Aus dem alkoholischen Filtrat. der Aufarbeitung lässt sich noch eine geringe Menge Bisaminophenylanthron gewinnen.
Process for the preparation of an anthracene derivative. It has been found that according to the process of the main patent, depending on the special conditions used, diaminodiphenylanthracene is obtained to a greater or lesser extent, which is built up according to the following scheme:
EMI0001.0006
and that the diaminodiphenyl anthracene can be made the main product by heating the starting material to over <B> 180 '</B> (internal temperature) for a long time, with the regression of the bis aminophenyla.nthrone.
Part of the aniline salt acts as a reducing agent in the formation of the anthracene derivative. Diaminodiphenylanthracene is also an important starting material for the manufacture of dyes and other new products.
Example: 20 parts of anthraquinone, 50 parts of hydrochloric aniline and 100 parts of aniline are heated to an internal temperature of 185 in an oil bath while stirring for three hours, so that the aniline boils gently. The melt gradually becomes darker, after 1: L / 9 hours separate out, and the melt becomes thicker. The mixture is heated for another hour, diluted with alcohol, filtered off with suction and washed with a little alcohol. The remaining crystals are the hydrochloride of the base described. It is boiled with water, filtered and washed neutral.
The body crystallizes from pyridine or chlorobenzene in pale yellow colored leaves, the melting point of which is above <B> 300 '</B>. The compound with a yellow color dissolves in concentrated sulfuric acid; the color disappears on standing or gentle warming and the weakly colored solution now shows a strong blue fluorescence. From the alcoholic filtrate. A small amount of bisaminophenylanthrone can still be obtained after working up.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE123854X | 1926-02-01 | ||
CH122359T | 1926-07-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH123854A true CH123854A (en) | 1927-12-16 |
Family
ID=25709893
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH123854D CH123854A (en) | 1926-02-01 | 1926-07-29 | Process for the preparation of an anthracene derivative. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH123854A (en) |
-
1926
- 1926-07-29 CH CH123854D patent/CH123854A/en unknown
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CH123854A (en) | Process for the preparation of an anthracene derivative. | |
DE491090C (en) | Process for the preparation of 9, 10-bisaminoarylanthracenes | |
CH642617A5 (en) | METHOD FOR PRODUCING BROMHEXINE. | |
DE507049C (en) | Process for the preparation of condensation products of the anthraquinone series | |
DE489849C (en) | Process for the preparation of 9, 10-bisaminoarylanthracenes | |
CH257944A (en) | Process for the production of a vat dye. | |
DE491973C (en) | Preparation of benzanthrone derivatives | |
DE490187C (en) | Process for the preparation of derivatives of benzanthrone | |
DE642717C (en) | Process for the preparation of 1, 5, 9-anthracentricarboxylic acid or its anhydride | |
CH178537A (en) | Process for the preparation of a condensation product of 2,3-oxynaphthoic acid with anthranilic acid amide. | |
CH120257A (en) | Process for the preparation of a new oxynaphthalene carboxylic acid. | |
CH213388A (en) | Process for producing a thiazolium compound. | |
CH165053A (en) | Process for the production of a new vat dye. | |
CH178422A (en) | Process for the production of a nitrogen-containing condensation product. | |
CH150788A (en) | Process for the preparation of 2-amino-3-chloroanthraquinone. | |
CH218819A (en) | Process for the production of a water-soluble, basic dye. | |
CH111786A (en) | Process for the production of a new intermediate product in the dye industry. | |
CH271520A (en) | Process for the preparation of a derivative of 2-benzylaminopyrimidine. | |
CH154048A (en) | Process for the production of a new chlorine-containing dye of the dibenzanthrone series. | |
CH185830A (en) | Process for the preparation of a 3-aminoquinoline. | |
CH147682A (en) | Process for the preparation of an aminodiphenylamine derivative. | |
CH193341A (en) | Process for the preparation of 3-nitro-4-dodecylaniline. | |
CH230437A (en) | Process for producing a benzenesulfonic acid amide compound. | |
CH120173A (en) | Process for the production of a new dye. | |
CH169686A (en) | Process for the preparation of a nitro derivative of 13,13'-dibenzanthronyl. |