CH132222A - Process for the preparation of a dinitroarylaminodiarylamine. - Google Patents

Process for the preparation of a dinitroarylaminodiarylamine.

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Publication number
CH132222A
CH132222A CH132222DA CH132222A CH 132222 A CH132222 A CH 132222A CH 132222D A CH132222D A CH 132222DA CH 132222 A CH132222 A CH 132222A
Authority
CH
Switzerland
Prior art keywords
acid
dinitroarylaminodiarylamine
binding agent
preparation
sodium
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 CH132222A publication Critical patent/CH132222A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Darstellung eines     Dinitroarylaminodiarylamins.       Gegenstand der vorliegenden Erfindung  ist ein Verfahren zur Darstellung eines     Di-          nitroarylaminodiarylamins    folgender Konsti  tution  
EMI0001.0004     
    welches dadurch gekennzeichnet ist, dass man       4-aminodiphenylamin-2-sulfosaures    Natron mit       1-Chlor-2    .     6-dinitrobenzol-4-karbonsäur,eäthyl-          ester    in wässeriger Lösung in Gegenwart  eines säurebindenden Mittels bei einer Tem  peratur, die zwischen 30 und 100   C     liegt,     kondensiert.  



  <I>Beispiel:</I>  286 Gewichtsteile     4-aminodiphenylamin-          2=sulfosaures    Natron und 274,5     Gewicbtsteile          1-Chlor-2.        6-dinitrobenzol-4-karbonsäureäthyl-          ester    werden in Wasser unter Zusatz von    überschüssigem     Natriumacetat    2-3 Stunden  auf 80-90   erwärmt. Das nach dem Erkal  ten abgesaugte Reaktionsprodukt kann aus  Wasser umkristallisiert werden und stellt ein  braunes Pulver dar, welches Wolle in schönem,  braunem Farbton anfärbt.  



  Das Verfahren kann auch in der Weise  durchgeführt werden, dass man das Natrium  acetat durch andere säurebindende Mittel er  setzt, z. B. durch Kreide.  



  Im letzteren Falle vollzieht sich die Auf  arbeitung nach erfolgter Kondensation der  art, dass man das Reaktionsgemisch     soda-          alkalisch    stellt, von abgeschiedener Kreide       abfiltriert    und den Farbstoff aus der Lauge  in bekannter Weise durch     Aussalzen    isoliert.  Oder aber man stellt das Reaktionsgemisch  nach beendeter Kondensation schwach salz  sauer, saugt den abgeschiedenen     Farbstoff     ab, wäscht mit Wasser neutral und kristal  lisiert aus Wasser unter Zusatz äquivalenter  Mengen Soda um.



  Process for the preparation of a dinitroarylaminodiarylamine. The present invention relates to a process for the preparation of a di-nitroarylaminodiarylamine of the following constitution
EMI0001.0004
    which is characterized in that 4-aminodiphenylamine-2-sulfonic acid sodium with 1-chloro-2. 6-dinitrobenzene-4-carboxylic acid, ethyl ester is condensed in aqueous solution in the presence of an acid-binding agent at a temperature between 30 and 100 ° C.



  <I> Example: </I> 286 parts by weight of 4-aminodiphenylamine-2 = sulfonic acid sodium and 274.5 parts by weight of 1-chloro-2. 6-dinitrobenzene-4-carboxylic acid ethyl ester are heated to 80-90 for 2-3 hours in water with the addition of excess sodium acetate. The reaction product sucked off after cooling down can be recrystallized from water and is a brown powder that dyes wool in a beautiful brown shade.



  The process can also be carried out in such a way that the sodium acetate is replaced by other acid-binding agents, e.g. B. by chalk.



  In the latter case, the work-up takes place after condensation has taken place in such a way that the reaction mixture is made alkaline with soda, the chalk which has separated out is filtered off and the dye is isolated from the lye in a known manner by salting out. Or the reaction mixture is made slightly acidic with salt after the condensation has ended, the deposited dye is filtered off with suction, washed neutral with water and crystallized from water with the addition of equivalent amounts of soda.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Dinitro- arylaminodiarylamins folgender Konstitution EMI0002.0004 dadurch gekennzeichnet, dass man 4-amino- diphenylamin-2-sulfosauresNatronmit 1-Chlor- 2.6-dinitrobenzol-4-karbonsäureäthylester in wässeriger Lösung in Gegenwart eines säure bindenden Mittels bei einer Temperatur, die zwischen 30 und 100<B>0</B> C liegt, kondensiert. Das Dinitroarylaminodiarylamin stellt ein braunes Pulver dar, welches Wolle in schönem, braunem Farbton anfärbt. UNTERANSPRüCHE 1. PATENT CLAIM: Process for the preparation of a dinitroarylaminodiarylamine of the following constitution EMI0002.0004 characterized in that 4-aminodiphenylamine-2-sulfonic acid sodium with 1-chloro-2,6-dinitrobenzene-4-carboxylic acid ethyl ester in aqueous solution in the presence of an acid-binding agent at a temperature between 30 and 100 <B> 0 </ B > C is condensed. The dinitroarylaminodiarylamine is a brown powder that dyes wool in a beautiful brown shade. SUBCLAIMS 1. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man als säurebinden des Mittel Natriumacetat verwendet. 2. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man als säurebinden des Mittel Kreide verwendet. Process according to patent claim, characterized in that sodium acetate is used as the acid-binding agent. 2. The method according to claim, characterized in that chalk is used as the acid-binding agent.
CH132222D 1927-10-17 1927-10-17 Process for the preparation of a dinitroarylaminodiarylamine. CH132222A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH129885T 1927-10-17

Publications (1)

Publication Number Publication Date
CH132222A true CH132222A (en) 1929-03-31

Family

ID=4388277

Family Applications (4)

Application Number Title Priority Date Filing Date
CH132220D CH132220A (en) 1927-10-17 1927-10-17 Process for the preparation of a dinitroarylaminodiarylamine.
CH132221D CH132221A (en) 1927-10-17 1927-10-17 Process for the preparation of a dinitroarylaminodiarylamine.
CH132219D CH132219A (en) 1927-10-17 1927-10-17 Process for the preparation of a dinitroarylaminodiarylamine.
CH132222D CH132222A (en) 1927-10-17 1927-10-17 Process for the preparation of a dinitroarylaminodiarylamine.

Family Applications Before (3)

Application Number Title Priority Date Filing Date
CH132220D CH132220A (en) 1927-10-17 1927-10-17 Process for the preparation of a dinitroarylaminodiarylamine.
CH132221D CH132221A (en) 1927-10-17 1927-10-17 Process for the preparation of a dinitroarylaminodiarylamine.
CH132219D CH132219A (en) 1927-10-17 1927-10-17 Process for the preparation of a dinitroarylaminodiarylamine.

Country Status (1)

Country Link
CH (4) CH132220A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2809116A (en) * 1955-10-07 1957-10-08 Armour Res Found 2, 4, 6-trinitrobenzoate ester-addition compound indicator

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2809116A (en) * 1955-10-07 1957-10-08 Armour Res Found 2, 4, 6-trinitrobenzoate ester-addition compound indicator

Also Published As

Publication number Publication date
CH132220A (en) 1929-03-31
CH132221A (en) 1929-03-31
CH132219A (en) 1929-03-31

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