CH200902A - 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
CH200902A
CH200902A CH200902DA CH200902A CH 200902 A CH200902 A CH 200902A CH 200902D A CH200902D A CH 200902DA CH 200902 A CH200902 A CH 200902A
Authority
CH
Switzerland
Prior art keywords
nitrogen
containing aromatic
aromatic aldehyde
preparation
methylaniline
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 CH200902A publication Critical patent/CH200902A/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-methylanilin,        N-Methyl-          formanilid    und     Phosphoroxychlorid    aufein  ander einwirken     lässt.    Der so erhältliche     p-          Chlbrä@thylmethylaminobenzaldehyd    kristal  lisiert in farblosen Prismen vom F. P.<B>70'.</B>  Er soll zur Synthese von Farbstoffen u. a.  dienen.  



  <I>Beispiel:</I>  Zu 83 Gewichtsteilen     Phosphoroxychlo-          rid        lä.sst    man bei 40 bis<B>50'</B> 75,5 Gewichts  teile     N-Oxyäthyl-N-methylanilin        zutropfen     und erwärmt hierauf einige Zeit auf etwa  <B>90'.</B> Nach dem Abkühlen tropft man bei 0    langsam eine Mischung von 135 Gewichts  teilen     N-Methylformanilid,    154 Gewichtstei  len     Phosphoroxychlorid    und 100 Gewichtstei  len Benzol zu, erwärmt einige Stunden auf  30 bis 35   und trägt dann die Reaktions  masse auf Eis aus.

   Nach Neutralisieren mit  Natronlauge wird die     benzolische    Lösung des  Aldehyds abgetrennt und     -,it    Wasserdampf    destilliert. Es     hinterbleibt    der     p-Chloräthyl-          methylaminobenzaldehyd    als fast farbloses,  bald erstarrendes 01, welches aus Alkohol in  derben Prismen vom     Schmelzpunkt   <B>70'</B>       kristallisiert.  



  Process for the preparation of a nitrogen-containing aromatic aldehyde. The present patent is a process for the preparation of a stick material-containing aromatic aldehyde. The process is characterized in that N-chloroethyl-N-methylaniline, N-methyl-formanilide and phosphorus oxychloride are allowed to act on one another. The thus obtainable p-Chlbrä @ thylmethylaminobenzaldehyd crystallized in colorless prisms from F. P. <B> 70 '. </B> It is said to be used for the synthesis of dyes u. a. serve.



  <I> Example: </I> 75.5 parts by weight of N-oxyethyl-N-methylaniline are added dropwise to 83 parts by weight of phosphorus oxychloride at 40 to <B> 50 '</B> and then heated for some time about <B> 90 '. </B> After cooling, a mixture of 135 parts by weight of N-methylformanilide, 154 parts by weight of phosphorus oxychloride and 100 parts by weight of benzene is slowly added dropwise at 0, heated to 30 to 35 for a few hours and then added the reaction mass on ice.

   After neutralizing with sodium hydroxide solution, the benzene solution of the aldehyde is separated off and -, it is steam distilled. The p-chloroethylmethylaminobenzaldehyde remains as an almost colorless, soon solidifying oil which crystallizes from alcohol in coarse prisms with a melting point of <B> 70 '</B>.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines stick stoffhaltigen aromatischen Aldehyds, da durch gekennzeichnet, dass man N-Chlor- äthyl - N - methylanilin, N-Methylformanilid und Phosphoroxychlorid aufeinander einwir ken lässt. Der so erhältliche p-Chloräthyl- methylaminobenzaldehyd kristallisiert in farblosen Prismen vom F. PATENT CLAIM: Process for the production of a nitrogen-containing aromatic aldehyde, characterized in that N-chloroethyl - N - methylaniline, N-methylformanilide and phosphorus oxychloride are allowed to interact with one another. The p-chloroethylmethylaminobenzaldehyde thus obtainable crystallizes in colorless prisms from F. P.<B>70'.</B> UNTERANSPRUCH: Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man das N-Chlor- äthyl-N-methylanilin in Form einer rohen Reaktionsmischung verwendet, die durch Einwirkung von Phosphoroxychlorid auf N- Oxyäthyl-N-methylanilin erhalten wurde. P. <B> 70 '. </B> SUBClaim: Method according to claim, characterized in that the N-chloroethyl-N-methylaniline is used in the form of a crude reaction mixture, which by the action of phosphorus oxychloride on N-oxyethyl -N-methylaniline was obtained.
CH200902D 1935-04-12 1936-04-02 Process for the preparation of a nitrogen-containing aromatic aldehyde. CH200902A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE200902X 1935-04-12
CH192574T 1936-04-02

Publications (1)

Publication Number Publication Date
CH200902A true CH200902A (en) 1938-10-31

Family

ID=25722297

Family Applications (1)

Application Number Title Priority Date Filing Date
CH200902D CH200902A (en) 1935-04-12 1936-04-02 Process for the preparation of a nitrogen-containing aromatic aldehyde.

Country Status (1)

Country Link
CH (1) CH200902A (en)

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