CH176633A - Process for the preparation of an aminodinaphthylene oxide. - Google Patents

Process for the preparation of an aminodinaphthylene oxide.

Info

Publication number
CH176633A
CH176633A CH176633DA CH176633A CH 176633 A CH176633 A CH 176633A CH 176633D A CH176633D A CH 176633DA CH 176633 A CH176633 A CH 176633A
Authority
CH
Switzerland
Prior art keywords
oxide
acid
melting point
aminodinaphthylene
preparation
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH176633A publication Critical patent/CH176633A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C291/00—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00
    • C07C291/02—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00 containing nitrogen-oxide bonds
    • C07C291/04—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00 containing nitrogen-oxide bonds containing amino-oxide bonds

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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     Äminodinaphthylenogyds.       Es wurde gefunden, dass man eine neue  Verbindung, ein     Aminodinaphthylenoxyd     vom Schmelzpunkt 176 bis<B>178',</B> erhält,  wenn man das     Mono-nitrodinaphthylenoxyd     vom Schmelzpunkt 185   in Gegenwart eines  organischen Lösungsmittels mit Eisen und  einer     Säure    reduziert. Das neue     Amino-          naphthylenoxyd    vom Schmelzpunkt 176 bis  <B>178'</B> bildet grüngelbe Nadeln.

   Durch Be  handeln mit     Natriumnitrit    und Salzsäure  wird es in eine     Diazoverbindung    umgewan  delt, die, mit den üblichen Kupplungskompo  nenten vereinigt, Farbstoffe gibt, die sich  durch ihren tiefen Farbton auszeichnen. So  färbt der Farbstoff aus der     2-Oxynaphthalin-          3.6-disulfonsäure    Wolle aus saurem Bade  blau.  



  <I>Beispiel:</I>  32 Teile Eisenpulver werden in 500 Tei  len Alkohol verrührt, 3 Teile 30     %    ixe Salz  säure zugesetzt, eine Viertelstunde zum Sie  den erhitzt und in dieses Gemisch 32  Teile des     Mono-nitrodinaphthylenogyds    vom  Schmelzpunkt 185   (erhältlich nach     Soc.     59,1100) eingetragen. Man lässt über Nacht  unter     Rückfluss    kochen, versetzt dann mit    3 Teilen Soda, filtriert heiss     und    extrahiert  den     Eisenoxydschlamm    mehrmals mit Alko  hol.

   Beim Eindampfen der alkoholischen Lö  sung kristallisiert das     Aminodinaphthylen-          oxyd    in grüngelben Nadeln aus, die durch       Umkristallisieren    noch     gereinigt    werden  können.



  Process for the preparation of an aminodinaphthylenogyd. It has been found that a new compound, an aminodinaphthylene oxide with a melting point of 176 to 178 ', is obtained when the mononitrodinaphthylene oxide with a melting point of 185 is reduced in the presence of an organic solvent with iron and an acid. The new aminonaphthylene oxide with a melting point of 176 to <B> 178 '</B> forms green-yellow needles.

   By treating with sodium nitrite and hydrochloric acid, it is converted into a diazo compound that, combined with the usual coupling components, gives dyes that are characterized by their deep hue. The dye from the 2-oxynaphthalene-3,6-disulfonic acid dyes wool from acidic baths blue.



  <I> Example: </I> 32 parts of iron powder are mixed in 500 parts of alcohol, 3 parts of 30% hydrochloric acid are added, heated for a quarter of an hour and 32 parts of mononitrodinaphthylenogyd with a melting point of 185 (available according to Soc. 59,1100). The mixture is refluxed overnight, 3 parts of soda are then added, the mixture is filtered hot and the iron oxide sludge is extracted several times with alcohol.

   When the alcoholic solution is evaporated, the aminodinaphthylene oxide crystallizes out in green-yellow needles, which can still be cleaned by recrystallization.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Amino- dinaphthylenoxyds, dadurch gekennzeichnet, dass man das Mono-nitrodinaphthylenoxyd vom Schmelzpunkt 185 in Gegenwart eines organischen Lösungsmittels mit Eisen und einer Säure reduziert. Das neue Aminonaph- thylenoxyd vom Schmelzpunkt 176 bis 178 bildet grüngelbe Nadeln. Durch Behandeln mit Natriumnitrit und Salzsäure wird es in eine Diazoverbindung umgewandelt, die, mit .den üblichen Kupplungskomponenten ver einigt, Farbstoffe gibt, die sich durch ihren tiefen Farbton auszeichnen. PATENT CLAIM: Process for the production of an amino dinaphthylene oxide, characterized in that the mononitrodinaphthylene oxide with a melting point of 185 is reduced in the presence of an organic solvent with iron and an acid. The new aminonaphthylene oxide with a melting point of 176 to 178 forms green-yellow needles. By treating with sodium nitrite and hydrochloric acid, it is converted into a diazo compound which, combined with the usual coupling components, gives dyes that are characterized by their deep hue. So färbt der Farbstoff mit der 2-Oxynaphthalin-3.6-di- sulfonsäure Wolle aus saurem Bade blau. The dye with 2-oxynaphthalene-3,6-disulfonic acid dyes wool from an acid bath blue.
CH176633D 1934-07-27 1934-07-27 Process for the preparation of an aminodinaphthylene oxide. CH176633A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH176633T 1934-07-27

Publications (1)

Publication Number Publication Date
CH176633A true CH176633A (en) 1935-04-30

Family

ID=4427131

Family Applications (1)

Application Number Title Priority Date Filing Date
CH176633D CH176633A (en) 1934-07-27 1934-07-27 Process for the preparation of an aminodinaphthylene oxide.

Country Status (1)

Country Link
CH (1) CH176633A (en)

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