CH200911A - Process for the preparation of a nitrogen-containing aromatic aldehyde. - Google Patents

Process for the preparation of a nitrogen-containing aromatic aldehyde.

Info

Publication number
CH200911A
CH200911A CH200911DA CH200911A CH 200911 A CH200911 A CH 200911A CH 200911D A CH200911D A CH 200911DA CH 200911 A CH200911 A CH 200911A
Authority
CH
Switzerland
Prior art keywords
nitrogen
aromatic aldehyde
ethyl
preparation
containing aromatic
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 CH200911A publication Critical patent/CH200911A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung eines     stickstoffhaltigen    aromatischen Aldehyds.    Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines     -stick-          stoffhaltigen,    aromatischen Aldehyds. Das  Verfahren ist dadurch gekennzeichnet, dass  man     N-Chloräthyl-N-äthyl-m-toluidin,        N-Me-          thylformanilid    und     Phosphoroxychlorid    auf  einander einwirken lässt. Der so erhältliche       p-Chloräthyl-äthylamino-o-tolylaldehyd    stellt  derbe Kristalle vom F. P. 54   dar. Er soll  zur Synthese von Farbstoffen und anderem  dienen.  



  <I>Beispiel:</I>  Zu 80 Gewichtsteilen     Phosphoroxychlorid     lässt man bei<B>500</B> 90 Gewichtsteile     N-Ox-          äthyl-N-äthyl-m-toluidin    langsam     zutropfen     und erwärmt das Gemisch noch einige Stun  den auf 90-100  . Nach dem Abkühlen auf  20-25   lässt man ein Gemisch von 135 Ge  wichtsteilen     N-Methylformariilid    und 154 Ge  wichtsteilen     Phosphoroxychlorid        zutropfen,     erwärmt noch einige Stunden auf 45-50    und trägt auf Eis aus. Der entstandene       p-Chloräthyl-äthylamirio-o-tolylaldebyd    fällt  dabei als bald kristallinisch erstarrendes Öl    aus.

   Aus Alkohol erhält man den Aldehyd  in derben Kristallen vom Schmelzpunkt 54'.  Die Ausbeute ist sehr gut.



  Process for the preparation of a nitrogen-containing aromatic aldehyde. The subject of the present patent is a process for the production of a nitrogen-containing aromatic aldehyde. The process is characterized in that N-chloroethyl-N-ethyl-m-toluidine, N-methylformanilide and phosphorus oxychloride are allowed to act on one another. The p-chloroethyl-ethylamino-o-tolylaldehyde which can be obtained in this way represents rough crystals from F. P. 54. It is intended to be used for the synthesis of dyes and other things.



  <I> Example: </I> At <B> 500 </B> 90 parts by weight of N-oxethyl-N-ethyl-m-toluidine are slowly added dropwise to 80 parts by weight of phosphorus oxychloride and the mixture is warmed up for a few more hours 90-100. After cooling to 20-25, a mixture of 135 parts by weight of N-methylformariilide and 154 parts by weight of phosphorus oxychloride is added dropwise, the mixture is heated to 45-50 for a few hours and then discharged onto ice. The resulting p-chloroethyl-ethylamirio-o-tolylaldebyd precipitates out as an oil which soon solidifies in crystalline form.

   The aldehyde is obtained from alcohol in coarse crystals with a melting point of 54 '. The yield is very good.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines stick stoffhaltigen, aromatischen Aldehyds, dadurch gekennzeichnet, dass man N-Chloräthyl-N- äthyl-m-toluidin, N-Methylfor-manilid und Phosphoroxychlorid aufeinander einwirken lässt. Der so erhältliche p-Chlorätbyl-äthyl- amino-o-tolylaldehyd stellt derbe Kristalle vom F. P. 54 dar. PATENT CLAIM: Process for the production of a nitrogen-containing, aromatic aldehyde, characterized in that N-chloroethyl-N-ethyl-m-toluidine, N-methylformanilide and phosphorus oxychloride are allowed to act on one another. The p-chloroethyl-ethylamino-o-tolylaldehyde obtainable in this way is solid crystals from F. P. 54. UNTERANSPRUCH: Verfahren gemäss Patentanspruch, dadurch gekennzeichnet, dass man das N-Chloräthyl- N-äthyl-m-toluidin in Form einer rohen Re aktionsmischung verwendet, die durch Ein wirkung von Phosphoroxychlorid auf N-Ox- äthyl-N-äthyl-m-toluidin erhalten wurde. SUBSTANTIAL CLAIM: Process according to claim, characterized in that the N-chloroethyl-N-ethyl-m-toluidine is used in the form of a crude reaction mixture, which is produced by the action of phosphorus oxychloride on N-ox ethyl-N-ethyl-m- toluidine was obtained.
CH200911D 1935-04-12 1936-04-02 Process for the preparation of a nitrogen-containing aromatic aldehyde. CH200911A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE200911X 1935-04-12
CH192574T 1936-04-02

Publications (1)

Publication Number Publication Date
CH200911A true CH200911A (en) 1938-10-31

Family

ID=25722306

Family Applications (1)

Application Number Title Priority Date Filing Date
CH200911D CH200911A (en) 1935-04-12 1936-04-02 Process for the preparation of a nitrogen-containing aromatic aldehyde.

Country Status (1)

Country Link
CH (1) CH200911A (en)

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