CH154703A - Process for the preparation of a nitrogen-containing, cyclic ketone. - Google Patents

Process for the preparation of a nitrogen-containing, cyclic ketone.

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Publication number
CH154703A
CH154703A CH154703DA CH154703A CH 154703 A CH154703 A CH 154703A CH 154703D A CH154703D A CH 154703DA CH 154703 A CH154703 A CH 154703A
Authority
CH
Switzerland
Prior art keywords
preparation
cyclic ketone
acid
nitrogen
temperatures
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 CH154703A publication Critical patent/CH154703A/en

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

Description

  

      Verfaliren    zur     Herstenung    eines     stichstoffhaltigen,        eyelisehen        Netons.       Gegenstand dieses Zusatzpatentes ist ein  Verfahren zur Darstellung eines stickstoff  haltigen,     cyclischen        Ketons,    das dadurch ge  kennzeichnet ist,     dass    man     Cyanessigsäure     zuerst bei niedriger Temperatur, etwa bei  70-140<B>0 C,</B> dann bei höherer Temperatur,  etwa bei<B>150-190 0 C,</B> in Gegenwart eines  kondensierend wirkenden<B>3,

  1</B>     etallehlorids    auf       a-Methylnaplitalin    einwirken     lässt.    Der auf  diese Weise erhaltene neue Körper ist ein  wertvolles Zwischenprodukt für die Darstellung  von Farbstoffen.    <I>Beispiel:

  </I>  In ein geschmolzenes     (#ernisch    von     265     Gewichtsteilen     Aluminiumehlorid,   <B>30</B> Ge  wichtsteilen     Natriumehlorid,    21 Gewichtstei  len Chlorkalium und<B>9</B> Gewichtsteilen     Natrium-          fluorid    werden bei     80"   <B>0</B> 14,2 Gewichtsteile       a-Methyltiaphtalin    und<B>10</B> Gewichtsteile     Cyan-          essigsäure    eingetragen.

   Man hält unter Rühren       '/2    Stunde bei<B>80 0</B> und heizt dann<B>1</B> Stunde  auf<B>160-180 0.</B>    Die     Schmeize    wird hierauf mit     Eiswa#sser     zersetzt und abgesaugt. Den Rückstand kocht  man mit verdünnter Schwefelsäure aus und  fällt aus dem Filtrat durch Zusatz von Koch  salzlösung das salzsaure     Ketimid    des     a-Methyl-          perinaphtindandions    aus. Es bildet ein gelbes,  wasserlösliches Pulver. In konzentrierter  Schwefelsäure löst es sich gelb mit intensiv  grüner Fluoreszenz.  



  Durch Oxydation erhält man daraus die       Naphtalin-1.    4.     5-tricarbonsäure.  



      Procedure for the production of a cystic, eyelid Neton. The subject of this additional patent is a process for the preparation of a nitrogen-containing, cyclic ketone, which is characterized in that cyanoacetic acid is first added at a low temperature, for example at 70-140 ° C., then at a higher temperature, for example at <B> 150-190 0 C, </B> in the presence of a condensing <B> 3,

  1 etallehlorids to act on a-methylnaplitalin. The new body obtained in this way is a valuable intermediate product for the representation of dyes. <I> example:

  </I> In a molten mixture of 265 parts by weight of aluminum chloride, <B> 30 </B> parts by weight of sodium chloride, 21 parts by weight of potassium chloride and <B> 9 </B> parts by weight of sodium fluoride are added at 80 "<B > 0 </B> 14.2 parts by weight of a-methyltiaphthalene and <B> 10 </B> parts by weight of cyanoacetic acid entered.

   Hold for '/ 2 hours at <B> 80 0 </B> and then heat for <B> 1 </B> hour to <B> 160-180 0. </B> The melt is then poured with ice cream. sser decomposed and sucked off. The residue is boiled with dilute sulfuric acid and the hydrochloric acid ketimide of α-methylperinaphtinedandione is precipitated from the filtrate by adding sodium chloride solution. It forms a yellow, water-soluble powder. In concentrated sulfuric acid, it dissolves yellow with an intense green fluorescence.



  The naphthalene-1 is obtained from this by oxidation. 4. 5-tricarboxylic acid.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines neuen stickstoffhaltigen, cyclischen Ketons, das da durch gekennzeichnet ist, dass man Cyan- essigsäure zuerst bei niedriger, dann bei höhe rer Temperatur in Gegenwart eines konden sierend wirkenden Metallchlorids auf a-Methyl- naplitalin einwirken lässt. Das erhaltene Produkt ist in Form seines salzsauren Salzes ein gelbes, in heissem Wasser lösliches Pulver. In konzentrierter Schwefel- säure löst es sich gelb mit intensiv grüner Fluoreszenz. PATENT CLAIM: Process for the preparation of a new nitrogen-containing, cyclic ketone, which is characterized in that cyanoacetic acid is allowed to act on α-methylnaplitalin first at a lower temperature, then at a higher temperature in the presence of a condensing metal chloride. The product obtained is, in the form of its hydrochloric acid salt, a yellow powder which is soluble in hot water. In concentrated sulfuric acid, it dissolves yellow with an intensely green fluorescence. Durch Oxydation erhält man daraus die Naphtalin-1.4.6-tricarbonsäure. UNTERANSPRüCHE: <B>1.</B> Verfahren nach Unteranspruch, dadurch gekennzeichnet, dass das Reaktionsgernisch zuerst auf Teinperaturen von 70-140<B>" C,</B> dann auf Temperaturen von<B>150-190 0 0</B> erhitzt wird. 2. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass Aluminiumchlorid als Kondensationsmittel verwendet wird. The naphthalene-1,4,6-tricarboxylic acid is obtained therefrom by oxidation. SUBClaims: <B> 1. </B> Method according to the dependent claim, characterized in that the reaction mixture is first heated to temperatures of 70-140 ° C, then to temperatures of 150-190 0 0 </B> 2. Process according to claim, characterized in that aluminum chloride is used as the condensing agent. <B>3.</B> Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass die Kondensation in GegenwarteinesVerdünnungsmittelsdurch- geführt wird. <B> 3. </B> Process according to patent claim, characterized in that the condensation is carried out in the presence of a diluent.
CH154703D 1929-10-17 1930-10-15 Process for the preparation of a nitrogen-containing, cyclic ketone. CH154703A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE154703X 1929-10-17
CH152610T 1930-10-15

Publications (1)

Publication Number Publication Date
CH154703A true CH154703A (en) 1932-05-15

Family

ID=25716000

Family Applications (1)

Application Number Title Priority Date Filing Date
CH154703D CH154703A (en) 1929-10-17 1930-10-15 Process for the preparation of a nitrogen-containing, cyclic ketone.

Country Status (1)

Country Link
CH (1) CH154703A (en)

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