CH128128A - Process for the preparation of Bz1-Oxy-Bz3-methylbenzanthrone. - Google Patents

Process for the preparation of Bz1-Oxy-Bz3-methylbenzanthrone.

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Publication number
CH128128A
CH128128A CH128128DA CH128128A CH 128128 A CH128128 A CH 128128A CH 128128D A CH128128D A CH 128128DA CH 128128 A CH128128 A CH 128128A
Authority
CH
Switzerland
Prior art keywords
methylbenzanthrone
oxy
preparation
acid
weight
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH128128A publication Critical patent/CH128128A/en

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Description

  

  Verfahren zur Darstellung von     Bz1-Oay-Bz3-methylbenzanthron.       Gegenstand der vorliegenden     Erfindung-          ist    ein Verfahren zur Darstellung von     Bzl-          Oxy-Bz3-methylbenzanthron,    dadurch gekenn  zeichnet, dass man     Anthron    mit     Crotonsäure     der folgenden Formel  
EMI0001.0008     
    kondensiert, wobei mindestens ein Teil der  Kondensation unter Zusatz eines sauren  Kondensationsmittels stattfindet.  



       Beispiel:     194 Gewichtsteile     Anthron    werden mit  86 Gewichtsteilen     Crotonsäure    innig vermischt  und mit etwa 2 Gewichtsteilen     Piperidin    im  geschlossenen Gefäss unter langsamem Rühren  fünf Stunden auf 200  erhitzt. Man erhält  ein hellgelbes Harz, das in heissem Methyl-         alkohol    gelöst wird. Durch Zugabe von     beisseni     Wasser scheidet sich nach einigem Stehen  die     ss-Anthronyl-p-methylpropionsäure    vom  Schmelzpunkt 160  in farblosen Prismen  aus.  



  In 300 Gewichtsteile     Chlorsulfonsäure     lässt man unter Kühlung und Rühren 700  Gewichtsteile Eisessig zufliessen. Darauf wer  den 120 Gewichtsteile     ss-Anthronyl-p-methyl-          propionsäure    zugegeben. Im Laute von einer  Stunde steigert man die Temperatur auf 80   und lässt sie dann langsam wieder sinken.  Die Schmelze wird mit Eis zersetzt und mit  Wasser verdünnt, aufgekocht und filtriert.  Der Rückstand wird nochmals in viel Wasser  ausgekocht, dann in verdünnter heisser Natron  lauge gelöst, worin er mit blauvioletter Farbe  löslich ist.

   Die filtrierte Lauge liefert beim  Ansäuern gelbbraune Flocken von     Bz-l-Oxy-          Bz-3-methylbenzanthron.    Diese     Verbindung     kristallisiert aus     Eisessig-Nitrobenzol    in gelb  braunen Nadeln vom Schmelzpunkt 287 . Die  Lösungsfarbe in konzentrierter Schwefelsäure  ist rotviolett.



  Process for the preparation of Bz1-Oay-Bz3-methylbenzanthrone. The present invention is a process for the preparation of Bzl-oxy-Bz3-methylbenzanthrone, characterized in that one anthrone with crotonic acid of the following formula
EMI0001.0008
    condensed, at least part of the condensation taking place with the addition of an acidic condensing agent.



       Example: 194 parts by weight of anthrone are intimately mixed with 86 parts by weight of crotonic acid and heated to 200 for five hours with about 2 parts by weight of piperidine in a closed vessel with slow stirring. A light yellow resin is obtained which is dissolved in hot methyl alcohol. By adding a little water, the ß-anthronyl-p-methylpropionic acid with a melting point of 160 separates out in colorless prisms after standing for a while.



  700 parts by weight of glacial acetic acid are allowed to flow into 300 parts by weight of chlorosulfonic acid with cooling and stirring. Then who added the 120 parts by weight of ß-anthronyl-p-methylpropionic acid. It takes an hour to raise the temperature to 80 and then slowly lower it again. The melt is decomposed with ice and diluted with water, boiled and filtered. The residue is boiled again in plenty of water, then dissolved in dilute hot sodium hydroxide solution, in which it is soluble with a blue-violet color.

   When acidified, the filtered liquor yields yellow-brown flakes of Bz-1-oxy-Bz-3-methylbenzanthrone. This compound crystallizes from glacial acetic acid-nitrobenzene in yellow-brown needles with a melting point of 287. The solution color in concentrated sulfuric acid is red-purple.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von Bzl-Oxy- Bz3-methylbenzanthron, dadurch gekenn zeichnet, dass man Anthron mit Crotonsäure kondensiert, wobei mindestens ein Teil der Kondensation unter Zusatz eines sauren Kondensationsmittels erfolgt. Das erhaltene Produkt kristallisiert aus Eisessig-Nitrobenzol in gelbbraunen Nadeln vom Schmelzpunkt 287 . Die Lösungsfarbe in konzentrierter Schwefelsäure ist rotviolett. Claim: Process for the preparation of Bzl-Oxy-Bz3-methylbenzanthrone, characterized in that anthrone is condensed with crotonic acid, at least part of the condensation taking place with the addition of an acidic condensing agent. The product obtained crystallizes from glacial acetic acid-nitrobenzene in yellow-brown needles with a melting point of 287. The solution color in concentrated sulfuric acid is red-purple.
CH128128D 1927-03-09 1927-04-02 Process for the preparation of Bz1-Oxy-Bz3-methylbenzanthrone. CH128128A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE128128X 1927-03-09
CH127266T 1927-04-02

Publications (1)

Publication Number Publication Date
CH128128A true CH128128A (en) 1928-10-01

Family

ID=25710844

Family Applications (1)

Application Number Title Priority Date Filing Date
CH128128D CH128128A (en) 1927-03-09 1927-04-02 Process for the preparation of Bz1-Oxy-Bz3-methylbenzanthrone.

Country Status (1)

Country Link
CH (1) CH128128A (en)

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