CH155326A - Process for the preparation of a water-soluble mixed aromatic-aliphatic diazoamino compound. - Google Patents

Process for the preparation of a water-soluble mixed aromatic-aliphatic diazoamino compound.

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Publication number
CH155326A
CH155326A CH155326DA CH155326A CH 155326 A CH155326 A CH 155326A CH 155326D A CH155326D A CH 155326DA CH 155326 A CH155326 A CH 155326A
Authority
CH
Switzerland
Prior art keywords
aliphatic
water
mixed aromatic
preparation
compound
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 CH155326A publication Critical patent/CH155326A/en

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Description

  

  Verfahren zur Herstellung einer     wasserlöslichen    gemischt     aromatisch-aliphatischen          Diazoaminoverbindung.       Durch das Hauptpatent     Nr.143023    ist  ein Verfahren zur Herstellung einer wasser  löslichen, gemischt     aromatisch-aliphatischen        Di-          azoamirioverbiridung    geschützt. Es .ist dadurch  gekennzeichnet, dass man die     Diazoverbin-          durig    von     4-Chlor-2-toluidin    in Gegenwart  eines säurebindenden Mittels auf     Sarkosin     einwirken lässt.  



  Es wurde nun weiter gefunden,     dass    man  ebenfalls zu einer ausgezeichnet wasserlös  lichen gemischt     aromatisch-aliphatischen        Di-          azoaminoverbindung    gelangt, die im übrigen  alle wertvollen Eigenschaften der durch das  Hauptpatent geschützten     Diazoaminoverbin-          dung    zeigt, wenn man die     Diazoverbindung     von     5-Benzoylamiiio-2-aminohy4rochinondime-          thyläther    in Gegenwart eines säurebinden  den Mittels einwirken lässt auf     ss-Methylamino-          äthansulfosäure.     



       Beispiel:     Die in üblicher Weise in verdünnter  Salzsäure mit     Natriumnitrit    hergestellte       Diazoniumsalzlösung    von 1 Grammolekül         5-Benzoylamino-2-aminohydrochinondimetbyl-          äther    lässt man unter gutem Rühren in  die     sodaalkalische    wässerige Lösung von       139    Gewichtsteilen     ss-methylaminoäthanstil-          fonsaurem    Natrium einlaufen und rührt, bis  kein     Diazosalz    mehr nachweisbar ist. Die  sich bildende     Diazoaminoverbindung    scheidet  sich ölig aus und wird nach kurzer Zeit gut  kristallin.

   Nach beendeter Kupplung     ver-          setzt        man        mit        10        %        Natriumchlorid,        saugt     ab und trocknet bei einer Temperatur unter  100 0, zweckmässig im     Vakuum.    Die Ausbeute       entspricht        90        %        der        Theorie.        Man        kann        auch     andere säurebindende Mittel,

   wie     Kaliumcar-          bonat,        Bicarbonate,Magnesiumcarbonat,    Lau  gen usw. verwenden. Man erhält ein wasser  lösliches, schwach gefärbtes Pulver, welches  durch Behandeln mit Säuren in seine Kom  ponenten zerfällt. Es. soll in der Färberei  und Druckerei Verwendung finden.



  Process for the preparation of a water-soluble mixed aromatic-aliphatic diazoamino compound. The main patent No. 143023 protects a process for the production of a water-soluble, mixed aromatic-aliphatic di-azoamirio compound. It is characterized in that the diazo compound of 4-chloro-2-toluidine is allowed to act on sarcosine in the presence of an acid-binding agent.



  It has now also been found that an excellent water-soluble mixed aromatic-aliphatic di-azoamino compound is also obtained which, moreover, shows all the valuable properties of the diazoamino compound protected by the main patent if the diazo compound of 5-benzoylamino-2- Aminohy4roquinone dimethyl ether in the presence of an acid-binding agent allows the ß-methylaminoethane sulfonic acid to act.



       Example: The diazonium salt solution of 1 gram molecule of 5-benzoylamino-2-aminohydroquinone dimethyl ether, prepared in the usual way in dilute hydrochloric acid with sodium nitrite, is allowed to run into the soda-alkaline aqueous solution of 139 parts by weight of sodium ss-methylaminoethane-styledonate until it is not stirred Diazo salt is more detectable. The diazoamino compound that forms separates out in an oily form and becomes well crystalline after a short time.

   When the coupling is complete, 10% sodium chloride is added, the mixture is filtered off with suction and dried at a temperature below 100 °, advantageously in vacuo. The yield corresponds to 90% of theory. You can also use other acid-binding agents,

   such as potassium carbonate, bicarbonate, magnesium carbonate, lye etc. use. A water-soluble, pale colored powder is obtained which breaks down into its components on treatment with acids. It. should be used in dyeing and printing.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung einer wasser löslichen, gemischt aromatisch-aliphatischen Diazoaminoverbindung,dadurch gekennzeich net, dass man die Diazoverbindung von ä Benzoylamino - 2 - atninohydrochinotiditnethyl- äther in Gegenwart eines säurebindenden Mittels einwirken lässt auf ss-Methylamino- äthansulfosäure. Man erhält ein schwach ge färbtes Pulver, das durch Behandlung mit Säuren in seine Komponenten zerfällt. PATENT CLAIM: Process for the production of a water-soluble, mixed aromatic-aliphatic diazoamino compound, characterized in that the diazo compound of - benzoylamino - 2 - atninohydrochinotiditethyl ether in the presence of an acid-binding agent is allowed to act on s-methylamino-ethanesulfonic acid. A weakly colored powder is obtained which breaks down into its components on treatment with acids.
CH155326D 1929-04-23 1931-05-18 Process for the preparation of a water-soluble mixed aromatic-aliphatic diazoamino compound. CH155326A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH143023T 1929-04-23
DE155326X 1930-05-24

Publications (1)

Publication Number Publication Date
CH155326A true CH155326A (en) 1932-06-15

Family

ID=25714161

Family Applications (1)

Application Number Title Priority Date Filing Date
CH155326D CH155326A (en) 1929-04-23 1931-05-18 Process for the preparation of a water-soluble mixed aromatic-aliphatic diazoamino compound.

Country Status (1)

Country Link
CH (1) CH155326A (en)

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