CH179319A - Process for the preparation of an indole series aldehyde. - Google Patents

Process for the preparation of an indole series aldehyde.

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Publication number
CH179319A
CH179319A CH179319DA CH179319A CH 179319 A CH179319 A CH 179319A CH 179319D A CH179319D A CH 179319DA CH 179319 A CH179319 A CH 179319A
Authority
CH
Switzerland
Prior art keywords
preparation
aldehyde
indole series
methylformylaniline
phenylindole
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 CH179319A publication Critical patent/CH179319A/en

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  • Indole Compounds (AREA)

Description

  

  Verfahren zur Darstellung eines Aldehyds der     Indolreihe.       Gegenstand des vorliegenden Zusatzpaten  tes ist ein Verfahren zur Darstellung     eines     Aldehyds der     Indolreihe,    welches dadurch  gekennzeichnet ist,     dass    man     2-Phenylindol,          Methylformylanilin    und ein chlorhaltiges  saures Kondensationsmittel aufeinander .ein  wirken lässt.  



  <I>Beispiel:</I>  Zu 13,5 Gewichtsteilen     NIethylformyl-          anilin    werden 15,3     Gewichtsteile        Phosphor-          exychlorid    gegeben, wobei unter Erwärmung  Reaktion eintritt. Nach zweistündigem Nach  rühren wird mit 50 Gewichtsteilen Chlor  benzol verdünnt     und    auf zirka 5   C ab  gekühlt. Hierauf werden unter Rühren     por-          tionsweise    19,3 Gewichtsteile     2-Phenylindol     in der Weise eingetragen, dass die Tempera  tur nicht über<B>10'</B> C steigt.

   Nach zirka  20stündigem Stehenlassen bei gewöhnlicher  Temperatur wird mit 200 Gewichtsteilen Eis,  dem 100 Gewichtsteile Natronlauge 40'     BA     zugesetzt sind, gut     ausgerührt    und die Chlor-         benzollösung    im Scheidetrichter getrennt und  im Vakuum destilliert. Nachdem zunächst  das Chlorbenzol und das     Monomethylanilin     .     illiert    sind, erhält man den     2-Plienyl-          .--bdesti          indol-3-aldehyd    in einer Ausbeute von 20     @Ge-          wichtsteilen,    das heisst 91 % der Theorie. Der  Aldehyd schmilzt bei 251   C.

   Er soll zur  Darstellung von Farbstoffen Verwendung  finden.



  Process for the preparation of an indole series aldehyde. The subject of the present additional patent is a process for the preparation of an aldehyde of the indole series, which is characterized in that 2-phenylindole, methylformylaniline and a chlorine-containing acidic condensation agent are allowed to act on one another.



  <I> Example: </I> 15.3 parts by weight of phosphorus exychloride are added to 13.5 parts by weight of methylformylaniline, a reaction taking place with heating. After two hours of stirring, the mixture is diluted with 50 parts by weight of chlorobenzene and cooled to about 5 ° C. 19.3 parts by weight of 2-phenylindole are then added in batches with stirring in such a way that the temperature does not rise above 10 ° C.

   After standing for about 20 hours at normal temperature, the mixture is stirred well with 200 parts by weight of ice to which 100 parts by weight of 40 'BA sodium hydroxide solution have been added and the chlorobenzene solution is separated in a separating funnel and distilled in vacuo. After first the chlorobenzene and the monomethylaniline. are illated, the 2-plienyl- - bdesti indole-3-aldehyde is obtained in a yield of 20 parts by weight, that is to say 91% of theory. The aldehyde melts at 251 C.

   It should be used for the representation of dyes.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Aldehyds der Indolreihe, dadurch gekennzeichnet, dass man 2-Phenylindol, Methylformylanilin und ein chlorhaltiges saures Kondensationsmittel aufeinander einwirken lässt. Der so erhältliche Aldehyd schmilzt bei 951 C. ÜNTERANSPRtlCHE 1. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man als Konden sationsmittel Phosphoroxychlorid- verwen det. 2. Claim: Process for the preparation of an aldehyde of the indole series, characterized in that 2-phenylindole, methylformylaniline and a chlorine-containing acidic condensation agent are allowed to act on one another. The aldehyde obtainable in this way melts at 951 C. SUBSTANTIAL 1. Process according to patent claim, characterized in that phosphorus oxychloride is used as the condensation agent. 2. Verfahren nach Patentanspruch und Un teranspruch 1, dadurch gekennzeichnet, dass man das Methylformylanilin zuerst auf Phosphoroxychlorid zur Einwirkung bringt und auf das Reaktionsprodukt das 2-Phenylindol in Gegenwart von Chlor benzol bei einer Temperatur von etwa. 5 bis 10 C einwirken lässt. A method according to claim and un terclaim 1, characterized in that the methylformylaniline is first brought to action on phosphorus oxychloride and the 2-phenylindole is applied to the reaction product in the presence of chlorobenzene at a temperature of about. 5 to 10 ° C.
CH179319D 1933-05-13 1934-05-11 Process for the preparation of an indole series aldehyde. CH179319A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE179319X 1933-05-13
CH175349T 1934-05-11

Publications (1)

Publication Number Publication Date
CH179319A true CH179319A (en) 1935-08-31

Family

ID=25719654

Family Applications (1)

Application Number Title Priority Date Filing Date
CH179319D CH179319A (en) 1933-05-13 1934-05-11 Process for the preparation of an indole series aldehyde.

Country Status (1)

Country Link
CH (1) CH179319A (en)

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