CH212788A - Process for the preparation of an aminoarylsulfonic acid derivative. - Google Patents

Process for the preparation of an aminoarylsulfonic acid derivative.

Info

Publication number
CH212788A
CH212788A CH212788DA CH212788A CH 212788 A CH212788 A CH 212788A CH 212788D A CH212788D A CH 212788DA CH 212788 A CH212788 A CH 212788A
Authority
CH
Switzerland
Prior art keywords
preparation
acid derivative
sulfonic acid
tert
amino
Prior art date
Application number
Other languages
German (de)
Inventor
A-G J R Geigy
Original Assignee
Geigy Ag J R
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 Geigy Ag J R filed Critical Geigy Ag J R
Publication of CH212788A publication Critical patent/CH212788A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01—Sulfonic acids
    • C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Darstellung eines     Aminoarylsulfonsäurederioates.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Darstellung eines     Amino-          arylsulfonsäurederivates,    dadurch gekenn  zeichnet, dass man     4-Amino-4'-tert.amyl-1,1'-          diphenyläther-2-sulfonsäure    mit     2,3,4,6-Te-          trachlorbenzylchlorid    umsetzt.  



  Die neue     Verbindung,    die     4-(2",3",4",6"-          tetrachlorbenzyl        -amino)        -4'-tert.amyl-1,1'-di-          phenyläther-2-sulfonsäure        bildet    als Na  triumsalz ein helles, in Wasser klar lösliches  Pulver und eignet sich als Mottenschutz  mittel.  



  <I>Beispiel:</I>  18,5 Teile     4-Amino-4'-tert.amyl-1,1'-di-          phenyläther-2-sulfonsäure,    gewonnen durch  Kondensation von     tert.        Amylphenol    mit     p-          Chlornitrobenzolstilfonsäure    und nachfol  gende Reduktion werden in 150 Teilen Was  ser und der nötigen Menge Natronlauge ge  löst, 20 Teile     2,3,4,6-Tetrachlorbenzylchlorid     dazu gebracht und zirka 24     Stunden    zum    Sieden erhitzt, bis keine freie     Aminosulfon-          säure    mehr     nachweisbar    ist;

   die entstehende  Säure wird von Zeit zu Zeit mit Soda abge  stumpft. Das Kondensationsprodukt scheidet  sich ölig aus., es wird abgetrennt und getrock  net und bildet nach dem Zerkleinern ein  helles Pulver.



  Process for the preparation of an aminoarylsulfonic acid derivative. The subject of the present patent is a process for the preparation of an amino arylsulfonic acid derivative, characterized in that 4-amino-4'-tert-amyl-1,1'-diphenyl ether-2-sulfonic acid with 2,3,4,6- Tetrachlorobenzyl chloride converts.



  The new compound, the 4- (2 ", 3", 4 ", 6" - tetrachlorobenzyl-amino) -4'-tert-amyl-1,1'-diphenyl ether-2-sulfonic acid forms a light-colored sodium salt , powder that is clearly soluble in water and is suitable as a moth repellent.



  <I> Example: </I> 18.5 parts of 4-amino-4'-tert.amyl-1,1'-diphenylether-2-sulfonic acid, obtained by condensation of tert. Amylphenol with p-chloronitrobenzenesilfonic acid and subsequent reduction are dissolved in 150 parts of water and the required amount of sodium hydroxide solution, 20 parts of 2,3,4,6-tetrachlorobenzyl chloride are added and heated to boiling for about 24 hours until no free aminosulfonic acid more is detectable;

   the resulting acid is blunted with soda from time to time. The condensation product separates out in an oily form. It is separated off and dried and, after crushing, forms a light powder.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Amino- arylsulfonsäurederivates, dadurch gekenn zeichnet, dass man 4-Amino-4'-tert.amyl-1,1'- diphenyläther-2-sulfonsäure mit 2,3,4,6-Te- trachlorbenzylchlorid umsetzt. Die neue Verbindung, die 4-(2",3",4",6" tetrachlorbenzyl-amino) -4'-tert.amyl -1,1'-di- phenyläther - 2 - sulfonsäure bildet als Na triumsalz ein helles. in Wasser klar lösliches Pulver und eignet sich als Mottenschutz mittel. PATENT CLAIM: Process for the preparation of an aminoaryl sulfonic acid derivative, characterized in that 4-amino-4'-tert.amyl-1,1'-diphenyl ether-2-sulfonic acid is reacted with 2,3,4,6-tetrachlorobenzyl chloride . The new compound, the 4- (2 ", 3", 4 ", 6" tetrachlorobenzyl-amino) -4'-tert.amyl -1,1'-diphenyl ether - 2 - sulfonic acid forms a pale sodium salt. Powder that is clear in water and is suitable as a moth repellent.
CH212788D 1938-12-24 1938-12-24 Process for the preparation of an aminoarylsulfonic acid derivative. CH212788A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH210200T 1938-12-24
CH212788T 1938-12-24

Publications (1)

Publication Number Publication Date
CH212788A true CH212788A (en) 1940-12-15

Family

ID=25724796

Family Applications (1)

Application Number Title Priority Date Filing Date
CH212788D CH212788A (en) 1938-12-24 1938-12-24 Process for the preparation of an aminoarylsulfonic acid derivative.

Country Status (1)

Country Link
CH (1) CH212788A (en)

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