CH143277A - Process for the preparation of an isatin derivative - Google Patents

Process for the preparation of an isatin derivative

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Publication number
CH143277A
CH143277A CH143277DA CH143277A CH 143277 A CH143277 A CH 143277A CH 143277D A CH143277D A CH 143277DA CH 143277 A CH143277 A CH 143277A
Authority
CH
Switzerland
Prior art keywords
preparation
isatin derivative
isatin
dimethyl
derivative
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 CH143277A publication Critical patent/CH143277A/en

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Description

  

  Verfahren zur Darstellung eines     Isatinderivates.       Gegenstand vorliegender Erfindung ist.  ein Verfahren zur Darstellung eines     Isatizi-          deriv        ates,    dadurch gekennzeichnet,     da.ss    man       ein    2 . 5 -     Dimethyl    - 1 -     phenyloxaminsäure-          halogenid    mit einem kondensierenden Mittel  behandelt.

      <I>Beispiel:</I>    45 Gewichtsteile     p-Xylidin    werden in       ?5    (1 Gewichtsteilen     -Nitrobenzol    gelöst und       durch    Einleiten von Salzsäure in das     salz-          >aure    Salz verwandelt. Hierauf werden     un-          ler    Kühlung 63 Gewichtsteile     Oxalylchlorid     zugegeben und bei Zimmertemperatur so  lange gerührt, bis klare Lösung eingetreten  ist.

   Zu der so erhaltenen Lösung des 2.     5-          Dimethyl-l-phenyloxaminsäurechlorids    gibt  man nun ziemlich rasch 65 Gewichtsteile       111uminiumchlorid    und rührt bei zirka 70  ,  bis die     Isatinbildung    beendet ist. Dann wird  in verdünnte Salzsäure gegossen und das       'itrobenzol    mit Wasserdampf abgeblasen.    Das zurückbleibende kristallinische Roh  produkt wird durch     Umlösen    aus Natron  lauge gereinigt. Es kristallisiert aus Eis  essig in orangeroten Nadeln und schmilzt  bei 267   C. Die Ausbeute an 4. 7 -     Dimethyl-          isatin    beträgt etwa 65 % der Theorie.



  Process for the preparation of an isatin derivative The present invention is. a method for the representation of an Isatizi derivative, characterized in that there is a 2nd 5 - dimethyl - 1 - phenyloxamic acid halide treated with a condensing agent.

      <I> Example: </I> 45 parts by weight of p-xylidine are dissolved in 5 (1 part by weight of nitrobenzene and converted into the hydrochloric acid salt by introducing hydrochloric acid. 63 parts by weight of oxalyl chloride are then added while cooling and with Stirred at room temperature until a clear solution has occurred.

   65 parts by weight of aluminum chloride are then added fairly quickly to the solution of 2-5-dimethyl-1-phenyloxamic acid chloride obtained in this way and the mixture is stirred at about 70 until isatin formation has ended. Then it is poured into dilute hydrochloric acid and the 'itrobenzene is blown off with steam. The remaining crystalline crude product is purified by dissolving it from sodium hydroxide solution. It crystallizes from glacial acetic acid in orange-red needles and melts at 267 ° C. The yield of 4,7-dimethyl isatin is about 65% of theory.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Isatin- derivates, dadurch gekennzeichnet, dass man ein '2. 5 - Dimethyl - 1 - plienyloxaminsäure- halogenid mit einem kondensierenden Mittel behandelt. Das so erhaltene 4.7-Dimethylisatin kristallisiert aus Eisessig in orangeroten Na deln vom Schmelzpunkt 267 . Es soll als Zwischenprodukt bei der Herstellung von Farbstoffen Verwendung finden. PATENT CLAIM: Process for the preparation of an isatin derivative, characterized in that a '2. 5 - dimethyl - 1 - plienyloxamic acid halide treated with a condensing agent. The 4,7-dimethylisatin thus obtained crystallizes from glacial acetic acid in orange-red needles with a melting point of 267. It is said to be used as an intermediate in the manufacture of dyes.
CH143277D 1928-03-27 1929-03-22 Process for the preparation of an isatin derivative CH143277A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE143277X 1928-03-27
CH141530T 1929-03-22

Publications (1)

Publication Number Publication Date
CH143277A true CH143277A (en) 1930-10-31

Family

ID=25713776

Family Applications (1)

Application Number Title Priority Date Filing Date
CH143277D CH143277A (en) 1928-03-27 1929-03-22 Process for the preparation of an isatin derivative

Country Status (1)

Country Link
CH (1) CH143277A (en)

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