CH106105A - Process for the production of a new intermediate product. - Google Patents

Process for the production of a new intermediate product.

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Publication number
CH106105A
CH106105A CH106105DA CH106105A CH 106105 A CH106105 A CH 106105A CH 106105D A CH106105D A CH 106105DA CH 106105 A CH106105 A CH 106105A
Authority
CH
Switzerland
Prior art keywords
mole
phenylenediamine
aminonaphthol
production
moles
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 CH106105A publication Critical patent/CH106105A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
    • C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
    • C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
    • C07D251/40—Nitrogen atoms
    • C07D251/54—Three nitrogen atoms
    • C07D251/70—Other substituted melamines

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

  

  Verfahren zur Herstellung eines neuen Zwischenproduktes.    Es     wurde    gefunden, dass man ein neues       Zwischenprodukt,    das tertiäre     Kondensations-          produkt    von einem     Mol.        Cyanurchlorid    mit  einem     Mol.    2.

       5-Aminonaphthol-7-suHosäure     und zwei     Mol.    1     .4-Phenylendiamin,    erhält,  wenn man auf ein     Mol.        Cyanurchlorid    in be  liebiger Reihenfolge ein     Mol.        2.5-Amino-          naphthol-7-sulfosäure    und zwei     Mol.        Mono-          acetyl-1.4-phenylenckamin        einwirken    lässt  und das so     erhaltene    Produkt verseift.  



       Diese    Kondensation wird     durch    Zusam  menrühren der Komponenten in einem geeig  neten Verdünnungsmittel durchgeführt, und  es wurde gefunden, dass Wasser als solches  in überraschender Weise sehr gut geeignet  ist. Das tertiäre     Kondensationsprodukt    aus  einem     Mol.        Cyanurchlörid    mit einem     Mol.          2.5-Aminonaphthol-7-sulfosäure    und zwei       Mol.    1.     4-Phenylendiamin    bildet als Alkali  salz ein in Wasser lösliches, fast farbloses  Pulver. Es enthält kein reaktionsfähiges  Chloratom mehr und stellt ein wertvolles  Ausgangsmaterial zur Herstellung von Farb  stoffen dar.

      <I>Beispiel:</I>  Eine fein verteilte     Aufschlemmuug    von  <B>18,5</B> Teilen     Cyanurchlorid    in 1000 Teilen  Wasser wird nach und. nach bei 0  unter Rüh  ren mit einer Lösung von 26,2 Teilen 2 .     5-          .aminonaphthol-7-sulfosaurem    Natrium ver  setzt, wobei man durch Zugabe von Soda  lösung (im ganzen 5,3 Teile) die Reaktion  stets eben sauer macht. Die so erhaltene  klare Lösung wird nun mit 15 Teilen     Mono-          acetyl-1.4-phenylendiamin    versetzt.

   Man  rührt bei Zimmertemperatur, bis das     Mono-          acetyl-1.4-phenylendiamin        verschwunden    ist,  indem man weiter die entstehende Salzsäure  mit Soda neutralisiert. Zu der so erhaltenen  Lösung fügt man nun nochmals 15 Teile       Monoacetyl-1.4-phenylendiamin    und kocht  zirka eine Stunde am     Rückflusskühler.    Hier  auf wird durch     Aussalzen    und     Eiltrieren    das  tertiäre Kondensationsprodukt aus     einem          Mol.        Cyanurchlorid,    einem     Mol.    2 .

       5-Amino-          naphthol-7-sulfosäure    und zwei     Mol.        Mono-          acetyl-1.4-phenylendiamin    isoliert. 10 Teile  des so erhaltenen Produktes werden so lange  mit überschüssiger, verdünnter     Natronlauge         bekocht, bis     kein,-    Zunahme der     Diazotierba.r-          keit    mehr festzustellen ist.

   Nach dem Er  kalten wird mit Mineralsäure angesäuert  und das ausgefallene tertiäre Kondensations  produkt aus einem     Mol.    2     #    5-     Aminonaphthol-          7-sulfosäure    und zwei     Mol.        1.4-Phenylen-          diamin    durch Filtrieren isoliert.



  Process for the production of a new intermediate product. It has been found that a new intermediate product, the tertiary condensation product of one mole of cyanuric chloride with one mole of 2.

       5-aminonaphthol-7-sulphonic acid and two moles of 1,4-phenylenediamine are obtained if one mole of 2,5-aminonaphthol-7-sulphonic acid and two moles of monoacetyl- Lets 1,4-phenylenckamine act and saponifies the product thus obtained.



       This condensation is carried out by stirring the components together in a suitable diluent, and it has been found that water as such is surprisingly very suitable. The tertiary condensation product of one mole of cyanuric chloride with one mole of 2,5-aminonaphthol-7-sulfonic acid and two moles of 1,4-phenylenediamine, as an alkali salt, forms an almost colorless powder which is soluble in water. It no longer contains a reactive chlorine atom and is a valuable starting material for the production of dyes.

      <I> Example: </I> A finely divided slurry of <B> 18.5 </B> parts of cyanuric chloride in 1000 parts of water is gradually. after at 0 with stirring ren with a solution of 26.2 parts 2. 5- .aminonaphthol-7-sulphonic acid sodium ver sets, whereby one always makes the reaction acidic by adding soda solution (total of 5.3 parts). The clear solution thus obtained is now mixed with 15 parts of monoacetyl-1,4-phenylenediamine.

   The mixture is stirred at room temperature until the monoacetyl-1,4-phenylenediamine has disappeared, by further neutralizing the hydrochloric acid formed with soda. A further 15 parts of monoacetyl-1,4-phenylenediamine are then added to the solution thus obtained and the mixture is boiled on the reflux condenser for about an hour. Here, the tertiary condensation product of one mole of cyanuric chloride, one mole of 2.

       5-Aminonaphthol-7-sulfonic acid and two moles of monoacetyl-1,4-phenylenediamine isolated. 10 parts of the product obtained in this way are boiled with excess, dilute sodium hydroxide solution until there is no longer any increase in the diazotizability.

   After it is cold, it is acidified with mineral acid and the precipitated tertiary condensation product is isolated from one mole of 2 # 5-aminonaphthol-7-sulfonic acid and two moles of 1,4-phenylenediamine by filtration.

Claims (1)

PATEINTTANSPRUCH Verfahren zur Herstellung eines neuen Zwischenproduktes, des tertiären Kondensa tionsproduktes von einem Mol. Cyanurchlorid mit einem Mol. 2.5-Aminonaphthol-7-sulfo- sä,ure und zwei Mol. 1.4-Phenylendiamin, dadurch gekennzeichnet, PATENT CLAIM A process for the production of a new intermediate product, the tertiary condensation product of one mole of cyanuric chloride with one mole of 2.5-aminonaphthol-7-sulfoic acid and two moles of 1,4-phenylenediamine, characterized in that dass man in belie biger Reihenfolge auf Cyanurchlorid ein Mol. 2.5-Aminonaphthol-7-sulfosäure und zwei Mol. Monoacetyl-1.4-phenylendiamin ein wirken lässt und das so erhaltene Produkt isoliert. that one mole of 2,5-aminonaphthol-7-sulfonic acid and two moles of monoacetyl-1,4-phenylenediamine are allowed to act on cyanuric chloride in any order and the product thus obtained is isolated. Das tertiäre Kondensationsprodukt aus einem Mol. Cy anurchlorid mit einem Mol. 2.5-Aminonaphthol-7-sulfosä,ure und zwei Mol. 1..4-Phenylendiamin bildet. als Alkali salz ein in Wasser lösliches, fast farbloses Pulver. Es enthält kein reaktionsfähiges Chloratom mehr und stellt ein wertvolles Ausgangsmaterial zur Herstellung von Farb stoffen dar. The tertiary condensation product of one mole of cyano chloride with one mole of 2.5-aminonaphthol-7-sulfosä, ure and two moles of 1..4-phenylenediamine forms. as an alkali salt, a water-soluble, almost colorless powder. It no longer contains a reactive chlorine atom and is a valuable starting material for the production of dyes.
CH106105D 1922-09-07 1922-09-07 Process for the production of a new intermediate product. CH106105A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH103430T 1922-09-07
CH106105T 1922-09-07

Publications (1)

Publication Number Publication Date
CH106105A true CH106105A (en) 1924-08-01

Family

ID=25706404

Family Applications (1)

Application Number Title Priority Date Filing Date
CH106105D CH106105A (en) 1922-09-07 1922-09-07 Process for the production of a new intermediate product.

Country Status (1)

Country Link
CH (1) CH106105A (en)

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