CH158239A - Process for the production of a condensation product. - Google Patents

Process for the production of a condensation product.

Info

Publication number
CH158239A
CH158239A CH158239DA CH158239A CH 158239 A CH158239 A CH 158239A CH 158239D A CH158239D A CH 158239DA CH 158239 A CH158239 A CH 158239A
Authority
CH
Switzerland
Prior art keywords
acid
condensation product
production
amino group
amino
Prior art date
Application number
Other languages
German (de)
Inventor
Felix Turski Joseph
Original Assignee
Felix Turski Joseph
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 Felix Turski Joseph filed Critical Felix Turski Joseph
Publication of CH158239A publication Critical patent/CH158239A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/12—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups

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

Description

  

  Verfahren zur Herstellung eines     Kondensationsproduktes.       Es wurde gefunden,     dass    man ein neues  Kondensationsprodukt der Formel  
EMI0001.0003     
    aus     2,3-Oxynaphthoesäure    und     1-Acetylainino-          4-arniiio-2-methoxy-5-methylbenzol    erhält,  wenn man<B>1</B>     Mol        1-Acetylan-iiiio-4-amiiio-L3-          methoxy-5-metllylbenzol,   <B>1</B>     Mol        P-Oxynaph-          thoesäure    und     einVerseifungsmittel    derart  aufeinander einwirken     lässt,

          dassdie2,3-Oxy-          naphthoesäure    die freie     Aiiiinogruppe    im       Benzolderivat        acyliert    und das     Verseifungs-          mittel    die     aäetylierte        Aminogruppe    verseift.  



  Das neue Kondensationsprodukt bildet ein  helles Pulver, das     siüh    leicht in     Ätzalkalien     löst. Es kann leicht auf die Faser gebracht  und dort durch Behandeln mit salpetriger  Säure und mit säurebindenden Mitteln in  einen schwarzen Farbstoff umgewandelt  werden.    <I>Beispiel:</I>  <B>1</B> Grammolekül     1-Acetylaniii)o-4-an)ii)o-2-          methoxy-5-methylbenzol    wird mit<B>1</B>     Mol.          2,3-Oxynaphthoesäure    innig vermischt.

   Diese  Mischung trägt man in<B>600</B>     gr        Toluol    ein  und versetzt sie dann bei<B>50-60 0</B> langsam  mit einer Mischung von<B>60</B>     gr        Phosphortri-          chlorid    und<B>60</B>     gr        Toluol.    Man kocht hierauf  am     Rückfluss,    bis kein     Chlorwasserstoff    mehr  entweicht, versetzt mit einer wässerigen       Sodalösung    und verjagt das     Toluol    mit  Wasserdampf. Der Rückstand wird hierauf  filtriert und zwecks Reinigung aus verdünn  ter Natronlauge umgelöst.

   Die     feuchteWare     wird hierauf in die vierfache Menge ihres  Gewichtes Alkohol,     züi    welchem man etwa  <B>7</B>     1/o    Schwefelsäure zugegeben hat, einge  tragen und so lange gekocht, bis eine     Mare     Lösung entstanden ist. Hierauf wird der  Alkohol     abdestilliert,    der Rückstand mit  Wasser versetzt und das     Verseifungsprodukt     aus verdünnter Natronlauge umgelöst.



  Process for the production of a condensation product. It has been found that a new condensation product of the formula
EMI0001.0003
    from 2,3-oxynaphthoic acid and 1-acetylainino-4-arniiio-2-methoxy-5-methylbenzene is obtained if 1 mole of 1-acetylan-iiiio-4-amiiio-L3-methoxy-5 -metllylbenzene, <B> 1 </B> mol of P-oxynaphthoic acid and a saponifying agent can act on one another in such a way that

          that the 2,3-oxynaphthoic acid acylates the free amino group in the benzene derivative and the saponifying agent saponifies the aetylated amino group.



  The new condensation product forms a light-colored powder which dissolves easily in caustic alkalis. It can easily be applied to the fiber, where it can be converted into a black dye by treating it with nitrous acid and acid-binding agents. <I> Example: </I> <B> 1 </B> gram molecule 1-acetylaniii) o-4-an) ii) o-2-methoxy-5-methylbenzene is <B> 1 </B> mol 2,3-Oxynaphthoic acid intimately mixed.

   This mixture is introduced into <B> 600 </B> g of toluene and then slowly mixed with <B> 50-60 0 </B> with a mixture of <B> 60 </B> g of phosphorus trichloride and <B> 60 </B> gr toluene. The mixture is then refluxed until no more hydrogen chloride escapes, an aqueous soda solution is added and the toluene is chased away with steam. The residue is then filtered and redissolved from dilute sodium hydroxide solution for purification.

   The moist product is then added to four times its weight of alcohol, to which about <B> 7 </B> 1 / o sulfuric acid has been added, and is boiled until a Mare solution has formed. The alcohol is then distilled off, water is added to the residue and the saponification product is redissolved from dilute sodium hydroxide solution.

Claims (1)

PATENTANSPRUCI-I: Verfahren zur Herstellung eines neuen Konderisationsproduktes der Formel EMI0002.0004 aus 2,3-Oxytiaphthoesäui-e mit 1-Acetylaniiiio- 4-amino-2-methoxy-5-methylbetizol, dadurch gekennzeichnet, dass man<B>1</B> Mol 1-Acetyl- amino <B>-</B> 4<B>-</B> amino <B>-</B> 2<B>-</B> metboxy <B>- 5-</B> methylbenzol, PATENT APPLICATION I: Process for the production of a new condensation product of the formula EMI0002.0004 from 2,3-Oxytiaphthoesäui-e with 1-Acetylaniiiio- 4-amino-2-methoxy-5-methylbetizole, characterized in that <B> 1 </B> moles of 1-acetylamino <B> - </ B> 4 <B> - </B> amino <B> - </B> 2 <B> - </B> metboxy <B> - 5- </B> methylbenzene, <B>1</B> Mol P-Oxyriapbthoesäure und ein Ver- seifuno#smittel derart aufeinander einwirken lässt, dass die 2,3-Oxynaphtlioesäure diefreie Aminogruppe im Benzolderivat acyliert und das Verseifungsmittel die acetylierte Amino- gruppe verseift. Das neue Kondensationsprodukt bildet ein helles Pulver, Allow 1 mol of P-oxyriapthoic acid and a saponifying agent to act on one another in such a way that the 2,3-oxynaphthioic acid acylates the free amino group in the benzene derivative and the saponification agent saponifies the acetylated amino group. The new condensation product forms a light powder, das sich leicht in Ätzalkalien löst. Es kann leicht auf die Faser gebracht und dort durch Behandeln mit salpetriger Säure und mit säurebindenden Mitteln in einen sehwarzen Farbstoff umgewandelt werden. which dissolves easily in caustic alkalis. It can easily be applied to the fiber, where it can be converted into a black pigment by treating it with nitrous acid and acid-binding agents.
CH158239D 1930-09-17 1930-09-17 Process for the production of a condensation product. CH158239A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH158239T 1930-09-17

Publications (1)

Publication Number Publication Date
CH158239A true CH158239A (en) 1932-11-15

Family

ID=4412251

Family Applications (1)

Application Number Title Priority Date Filing Date
CH158239D CH158239A (en) 1930-09-17 1930-09-17 Process for the production of a condensation product.

Country Status (1)

Country Link
CH (1) CH158239A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2423730A (en) * 1942-06-12 1947-07-08 Eastman Kodak Co Acylamino phenols

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2423730A (en) * 1942-06-12 1947-07-08 Eastman Kodak Co Acylamino phenols

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