CH152768A - Process for the preparation of 3-oxycarbazole. - Google Patents

Process for the preparation of 3-oxycarbazole.

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Publication number
CH152768A
CH152768A CH152768DA CH152768A CH 152768 A CH152768 A CH 152768A CH 152768D A CH152768D A CH 152768DA CH 152768 A CH152768 A CH 152768A
Authority
CH
Switzerland
Prior art keywords
oxycarbazole
preparation
lead oxide
tube
methoxytetrahydrocarbazole
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 CH152768A publication Critical patent/CH152768A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

      Verfahren        zur    Darstellung von     3-Oxycarbazol.       Es wurde gefunden, dass man aus 6  Methoxytetrahydrocarbazol unter Abspaltung  der     Alkylgruppe    zu     3-Oxycarbazol    gelangt,  wenn man dieses Produkt bei     400-600'     mit Bleioxyd behandelt.

   Dieses Verfahren  führt gegenüber der bekannten Einwirkung  von     Dehydrieru        ngsmitteln    auf hydrierte     Alkoxy-          carbazole    überraschenderweise direkt zu der  entsprechenden     Oxyverbindung    und stellt ge  genüber den bisher üblichen Herstellungsver  fahren für     Oxycarbazole    einen wesentlichen  technischen Fortschritt dar.  



  Das so erhältliche     3-Oxycarbazol    soll zur  Darstellung von andern Zwischenprodukten  und Farbstoffen Verwendung finden.  



  <I>Beispiel:</I>  20     Cxewichtsteile        6-'Methoxytetrahydrocar-          bazol    wurden mit 70 Gewichtsteilen Bleioxyd  innig gemischt und in eine Glasröhre einge-    füllt; der Rest der Röhre wurde dann mit       Bleioxyd-Bimssteinstückchen    angefüllt. Die  Glasröhre wurde in eine Messingröhre oder  in eine Röhre aus gebranntem Ton geschoben,  um so eine gleichmässige Erhitzung zu er  zielen.

   Bei 400-600   wurde die Destillation  derart vorgenommen, dass man zuerst das  vorgelegte     Bleioxyd-Bimssteingemisch    gut an  heizte und dann die Substanz schnell, zweck  mässig im     inerten    Gasstrom, wie Kohlensäure  oder     Stickstoff,    über das Bleioxyd destilliert.  Das gewonnene Produkt wird in verdünnter  Natronlauge gelöst und ausgefällt. Durch Um  kristallisieren aus     gylol    erhält man das     3-          Oxycarbazol    in weissen Nadeln vom F.<B>2560.</B>  Mit dem in der Literatur beschriebenen     3-          Oxycarbazol    ist es in jeder Beziehung iden  tisch.

   Das durch     Methylierung    nach den üb  lichen Methoden aus ihm erhaltene     3-Methoxy-          earbazol    kristallisiert aus Alkohol in weissen      Nadeln vom F. 142      _    Es ist ebenfalls mit  dem in der Literatur bekannten     Methoxycar-          bazol    identisch.



      Process for the preparation of 3-oxycarbazole. It has been found that methoxytetrahydrocarbazole is converted to 3-oxycarbazole with elimination of the alkyl group if this product is treated with lead oxide at 400-600 '.

   Compared to the known action of dehydrogenating agents on hydrogenated alkoxycarbazoles, this process surprisingly leads directly to the corresponding oxy compound and represents a significant technical advance compared to the conventional manufacturing processes for oxycarbazoles.



  The 3-oxycarbazole obtainable in this way is said to be used for the preparation of other intermediate products and dyes.



  <I> Example: </I> 20 parts by weight of 6-methoxytetrahydrocarbazole were intimately mixed with 70 parts by weight of lead oxide and poured into a glass tube; the rest of the tube was then filled with bits of lead oxide pumice stone. The glass tube was pushed into a brass tube or into a tube made of baked clay in order to achieve even heating.

   At 400-600 the distillation was carried out in such a way that the lead oxide-pumice stone mixture was first heated thoroughly and the substance was then quickly distilled over the lead oxide, conveniently in an inert gas stream, such as carbonic acid or nitrogen. The product obtained is dissolved in dilute sodium hydroxide solution and precipitated. By recrystallizing from glycol, the 3-oxycarbazole is obtained in white needles from F. <B> 2560 </B> It is identical in every respect to the 3-oxycarbazole described in the literature.

   The 3-methoxy-earbazole obtained from it by methylation according to the usual methods crystallizes from alcohol in white needles of F. 142 _ It is also identical to the methoxycarbazole known in the literature.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von 3-Ogycar- 'bazol, dadurch gekennzeichnet, dass man 6- Methoxytetrahydrocarbazol bei 400-600 mit Bleioxyd behandelt. PATENT CLAIM: Process for the preparation of 3-ogycar- 'bazole, characterized in that 6-methoxytetrahydrocarbazole is treated with lead oxide at 400-600.
CH152768D 1929-06-29 1930-06-28 Process for the preparation of 3-oxycarbazole. CH152768A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE152768X 1929-06-29
CH149699T 1930-06-28

Publications (1)

Publication Number Publication Date
CH152768A true CH152768A (en) 1932-02-15

Family

ID=25715471

Family Applications (1)

Application Number Title Priority Date Filing Date
CH152768D CH152768A (en) 1929-06-29 1930-06-28 Process for the preparation of 3-oxycarbazole.

Country Status (1)

Country Link
CH (1) CH152768A (en)

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