CH215072A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

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Publication number
CH215072A
CH215072A CH215072DA CH215072A CH 215072 A CH215072 A CH 215072A CH 215072D A CH215072D A CH 215072DA CH 215072 A CH215072 A CH 215072A
Authority
CH
Switzerland
Prior art keywords
oxalic acid
azo dye
dye
parts
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 CH215072A publication Critical patent/CH215072A/en

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Description

  

  Verfahren zur Herstellung eines     Azofarbstoffes.       Es wurde gefunden, dass man einen neuen,  wertvollen     Azofarbstoff    erhält, wenn man       Dioxäthylamino-3-methylbenzol,    die     Diazo-          verbindung    des     1-Amino-2-cyan-6-chlor-4-          nitrobenzols    und     Oxalsäure    derart aufeinander  einwirken lässt,

   dass der saure     Oxalsäureester     der     Dioxäthylaminogruppe    entsteht und der       Diazorest    in     4-Stellung    zur tertiären     Amino-          gruppe    eintritt.  



  Der so erhaltene Farbstoff bildet ein  dunkles Pulver, das sich in Wasser mit vio  letter Farbe löst und das     Acetatkunstseide     aus wässriger Lösung in demselben Tone  färbt.  



  <I>Beispiel:</I>  207,4 Teile     1-Amino-2-cyan-6-ehlor-4-          nitrobenzol    werden in 1000 Teilen konzen  trierter Schwefelsäure mit 73,5 Teilen Na  triumnitrit wie üblich     diazotiert.    Diese klare  Lösung gibt man direkt unter     Rühren.    und  ständigem Kühlen zu einer     wässrigen    Lösung  des     Oxalsäureesters    des     Dioxäthylamino-3-          methylbenzols,    die wie folgt bereitet wird:

      195 Teile     Dioxäthylamino-3-methylbenzol     werden mit 190 Teilen wasserfreier     Oxalsäure     derart in siedendem     Toluol    behandelt, dass  das sich bildende Wasser während der Reak  tion entfernt wird. Durch Ausschütteln der       Toluollösung    mit einer Lösung von 250  Teilen konzentrierter, wässriger Ammoniak  lösung in 2000 Teilen Wasser wird die zur       Farbstoffherstellung    geeignete     wässrige    Lö  sung des     Ammoniumsalzes    des Esters erhal  ten.

   Nachdem die schwefelsaure     Diazolösung     eingetragen ist, neutralisiert man mit 2600  Teilen 30     %        iger        Natriumhydroxydlösung.    Der  Farbstoff wird     abfiltriert    und mit kaltem  Wasser     ausgewaschen.  



  Process for the preparation of an azo dye. It has been found that a new, valuable azo dye is obtained if dioxäthylamino-3-methylbenzene, the diazo compound of 1-amino-2-cyano-6-chloro-4-nitrobenzene and oxalic acid can act on one another

   that the acidic oxalic acid ester of the dioxethylamino group is formed and the diazo radical is in the 4-position to the tertiary amino group.



  The dye thus obtained forms a dark powder that dissolves in water with a violet color and dyes the acetate rayon from aqueous solution in the same shade.



  <I> Example: </I> 207.4 parts of 1-amino-2-cyano-6-chloro-4-nitrobenzene are diazotized as usual in 1000 parts of concentrated sulfuric acid with 73.5 parts of sodium nitrite. This clear solution is added directly with stirring. and constant cooling to an aqueous solution of the oxalic acid ester of dioxäthylamino-3-methylbenzene, which is prepared as follows:

      195 parts of dioxäthylamino-3-methylbenzene are treated with 190 parts of anhydrous oxalic acid in boiling toluene in such a way that the water which forms is removed during the reaction. By shaking the toluene solution with a solution of 250 parts of concentrated aqueous ammonia solution in 2000 parts of water, the aqueous solution of the ammonium salt of the ester suitable for dye production is obtained.

   After the sulfuric acid diazo solution has been added, it is neutralized with 2600 parts of 30% sodium hydroxide solution. The dye is filtered off and washed out with cold water.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen, wertvollen Azofarbstoffes, dadurch gekenn zeichnet, dass man Dioxäthylamino-3-methyl- benzol, die Diazoverbindung des 1-Amino-2- cyan- 6 -chlor- 4 -nitrobenzols und Oxalsäure derart aufeinander einwirken lässt, PATENT CLAIM: Process for the production of a new, valuable azo dye, characterized in that dioxäthylamino-3-methylbenzene, the diazo compound of 1-amino-2-cyano-6-chloro-4-nitrobenzene and oxalic acid are allowed to act on one another, dass der saure Oxalsäureester der Dioxäthylamino- gruppe entsteht und der Diazorest in 4-Stel- lung zur tertiären Aminogruppe eintritt. Der so erhaltene Farbstoff bildet ein dunkles Pulver, das sieh in Wasser mit vio- letter Farbe löst und das Aoetatkunstseide aus wä$riger Lösung in demselben Tone färbt. that the acidic oxalic acid ester of the dioxethylamino group is formed and the diazo radical is in the 4-position to the tertiary amino group. The dye thus obtained forms a dark powder which dissolves in water with a violet color and dyes the acetate silk from aqueous solution in the same shade.
CH215072D 1939-11-15 1939-11-15 Process for the preparation of an azo dye. CH215072A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH215072T 1939-11-15
CH213430T 1939-11-15

Publications (1)

Publication Number Publication Date
CH215072A true CH215072A (en) 1941-05-31

Family

ID=25725443

Family Applications (1)

Application Number Title Priority Date Filing Date
CH215072D CH215072A (en) 1939-11-15 1939-11-15 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH215072A (en)

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