CH212779A - Process for the preparation of an aminoarylsulfonic acid derivative. - Google Patents

Process for the preparation of an aminoarylsulfonic acid derivative.

Info

Publication number
CH212779A
CH212779A CH212779DA CH212779A CH 212779 A CH212779 A CH 212779A CH 212779D A CH212779D A CH 212779DA CH 212779 A CH212779 A CH 212779A
Authority
CH
Switzerland
Prior art keywords
preparation
sulfonic acid
acid derivative
chloro
methyl
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 CH212779A publication Critical patent/CH212779A/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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Darstellung eines     Aininoarylsulfonsäurederivates.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur     Darstelliuig    eines     Amino-          arylsulfonsäurederivates,    dadurch gekenn  zeichnet, dass man     4-Amino-4'-chlor-5'-me-          thyl    -1,1'-     diphenyläther    - 2 -     sulfonsäure    mit       Palmkernfettsäurechlorid        umsetzt.     



  Die neue Verbindung, die 4 -     Lauroyl-          amino-4'-chlor        -5'-methyl-1,1'-diphenyläther-          2-sulfonsäure    bildet als     Natriumsalz    ein hel  les, in Wasser klar lösliches Pulver und eig  net sich als     Mottenschutzmittel    und als Netz  mittel.  



  <I>Beispiel:</I>  16 Teile     4-Amino-4'-chlor-5'-methyl-1,1'-          diphenyläther-2-sulfonsäure    werden in 150       Vol.-Teilen    trockenem     Pyridin    suspendiert,  bei 20   C 15 Teile     Palmkernfettsäurechlorid          (Mol.        Gew.    220) eingetropft und so lange bei  20 bis 35   gerührt, bis eine Probe keine un  veränderte Aminosäure mehr anzeigt. Hier  auf wird mit Soda     phenolphthaleinalkalisch     eingestellt, das     Pyridin    mit Wasserdampf ab-    geblasen und die zurückbleibende Lösung  nach dem Erkalten mit Salzsäure angesäuert.

    Zur Entfernung von überschüssiger Palm  kernfettsäure     wird    die Ausscheidung mit     Pe-          troläther    gewaschen, wodurch die     4-Lauroyl-          amino    -4'-     chlor-    5'-     methyl-1,1'-diphenyläther-          2-sulfonsäure    als 01 erhalten wird, welche in  üblicher Weise     in    das     Natriumsalz    überge  führt ein helles, in Wasser klar lösliches Pro  dukt bildet.



  Process for the preparation of an aminoarylsulfonic acid derivative. The present patent relates to a process for the preparation of an aminoaryl sulfonic acid derivative, characterized in that 4-amino-4'-chloro-5'-methyl -1,1'-diphenyl ether-2-sulfonic acid is reacted with palm kernel fatty acid chloride.



  The new compound, the 4 - lauroylamino-4'-chloro -5'-methyl-1,1'-diphenylether- 2-sulfonic acid, forms a bright powder that is clearly soluble in water and is suitable as a moth repellent as a network medium.



  <I> Example: </I> 16 parts of 4-amino-4'-chloro-5'-methyl-1,1'-diphenyl ether-2-sulfonic acid are suspended in 150 parts by volume of dry pyridine at 20 ° C. Parts of palm kernel fatty acid chloride (mol. Wt. 220) are added dropwise and the mixture is stirred at 20 to 35 until a sample no longer shows any unchanged amino acid. Here, phenolphthalein-alkaline is set with soda, the pyridine is blown off with steam and the solution that remains is acidified with hydrochloric acid after cooling.

    To remove excess palm kernel fatty acid, the excretion is washed with petroleum ether, whereby the 4-lauroylamino -4'-chloro-5'-methyl-1,1'-diphenylether-2-sulfonic acid is obtained as 01, which in Usually converted into the sodium salt, a light-colored product which is clearly soluble in water is formed.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Amino- arylsulfonsäurederivates, dadurch gekenn zeichnet, dass man 4-A.mino-4'-chlor-5'-me- thyl - 1,l.'- diphenyläther - 2 - sulfonsäure mit Palmkernfettsäurechlorid umsetzt. PATENT CLAIM: Process for the preparation of an aminoaryl sulfonic acid derivative, characterized in that 4-A.mino-4'-chloro-5'-methyl - 1,1'-diphenyl ether - 2 - sulfonic acid is reacted with palm kernel fatty acid chloride. Die neue Verbindung, die 4 - Lauroyl amino-4'-chlor-5'-methyl-1,1'-diphenyläther- 2-sulfonsäure bildet als Natriumsalz ein hel les, in Wasser klar lösliches Pulver und eig net sich als Mottenschutzmittel und als Netz mittel. The new compound, the 4 - lauroyl amino-4'-chloro-5'-methyl-1,1'-diphenylether-2-sulfonic acid, forms a bright powder that is clearly soluble in water and is suitable as a moth repellent and as a sodium salt Medium network.
CH212779D 1938-12-24 1938-12-24 Process for the preparation of an aminoarylsulfonic acid derivative. CH212779A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH212779T 1938-12-24
CH210200T 1938-12-24

Publications (1)

Publication Number Publication Date
CH212779A true CH212779A (en) 1940-12-15

Family

ID=25724788

Family Applications (1)

Application Number Title Priority Date Filing Date
CH212779D CH212779A (en) 1938-12-24 1938-12-24 Process for the preparation of an aminoarylsulfonic acid derivative.

Country Status (1)

Country Link
CH (1) CH212779A (en)

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