CH225555A - Process for the preparation of a new mixture of sulfamide derivatives. - Google Patents

Process for the preparation of a new mixture of sulfamide derivatives.

Info

Publication number
CH225555A
CH225555A CH225555DA CH225555A CH 225555 A CH225555 A CH 225555A CH 225555D A CH225555D A CH 225555DA CH 225555 A CH225555 A CH 225555A
Authority
CH
Switzerland
Prior art keywords
mixture
sulfamide derivatives
preparation
new mixture
isomeric
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 CH225555A publication Critical patent/CH225555A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
    • C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C307/00—Amides of sulfuric acids, i.e. compounds having singly-bound oxygen atoms of sulfate groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C307/02—Monoamides of sulfuric acids or esters thereof, e.g. sulfamic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

  

      Verfahren    zur Herstellung eines neuen Gemisches von     Sulfamidderivaten.       Es     wurde        gefunden,    dass man zu einem  neuen     Gemisch    von     Sulfamidderivaten    ge  langt, wenn man das Gemisch der beiden       isomeren        Cymodsulfamide,    wie es durch Um  wandlung von     Cymol    mit Hilfe von Chlor  sulfonsäure in das Gemisch der beiden     isomeren          Sulfonsäurechloride    und     anschliessende    Um  setzung mit Ammoniak erhältlich ist,

   mit       Natriumformaldehydbisulfit    in Abwesenheit  eines     Lösungsmittels        umsetzt.     



  Die Umsetzung     wird        zweckmässig    in der  Wärme, z. B. bei 100-200  vorgenommen,  vorteilhaft in Gegenwart von reaktions  beschleunigenden Stoffen, wie sekundären  Aminen, beispielsweise unter Zusatz von       Diamylamin.     



  Das neue Gemisch von     Sulfamidderivaten     stellt ein Pulver dar, das von Wasser zu  einer klaren, schäumenden Lösung aufgenom  men wird. Es     kann.    als     Tegtilhilfsstoff,    bei  spielsweise als     Mercerisiernetzmittel    oder als       Druckhilfsstoff,        Anwendung    finden.

           Beispiel:       <B>53</B>     Gewichtsteile    eines     Gemisches    der bei  den     isomeren        Cymolsulfamide,        wie    es     durch          Umwandlung    von     Cymol    mit Hilfe von     Chlor-          sulfonsäure    in das Gemisch der beiden     isome-          ren        Sulfonsäurechloride    und anschliessende  Umsetzung     mit    Ammoniak erhältlich ist,

   und  50     Gewichtsteile        Natriumfoimaldehydbisulfit     werden sorgfältig vermengt, mit 2,5     Volum-          teilen        Diamylamin        versetzt,        nochmals    verrieben  und unter Rühren in einem Bad auf     etwa     160  erwärmt. Das nach kurzer Zeit erstar  rende     Reaktionsgemisch        wird        zerkleinert    und  während 20 Minuten in einem Bad von 160  bis 165  gerührt.

   Nach dem     Erkalten    stellt  das neue     Reaktionsprodukt    ein Pulver dar,       ,das    von Wasser zu einer klaren,     schäumenden          Lösung        aufgenommen    wird. Die neue Ver  bindung kann als     Tegtilhilfsstoff,        beispiels-          weise    als     Mereerisiernetzmittel    oder als       Druckhilfsstoff,    Anwendung finden. .



      Process for the preparation of a new mixture of sulfamide derivatives. It has been found that a new mixture of sulfamide derivatives is obtained if the mixture of the two isomeric cymodsulfamides is obtained by converting cymene with the aid of chlorine sulfonic acid into the mixture of the two isomeric sulfonic acid chlorides and then reacting with ammonia is

   with sodium formaldehyde bisulfite in the absence of a solvent.



  The implementation is expediently in the heat, for. B. made at 100-200, advantageously in the presence of reaction accelerating substances such as secondary amines, for example with the addition of diamylamine.



  The new mixture of sulfamide derivatives is a powder that is absorbed by water to form a clear, foaming solution. It can. as a Tegtil auxiliary, for example as a mercerizing wetting agent or as a printing auxiliary, application.

           Example: <B> 53 </B> parts by weight of a mixture of the isomeric cymene sulfamides, as can be obtained by converting cymene with the aid of chlorosulfonic acid into the mixture of the two isomeric sulfonic acid chlorides and subsequent reaction with ammonia,

   and 50 parts by weight of sodium foimaldehyde bisulfite are carefully mixed, 2.5 parts by volume of diamylamine are added, triturated again and heated to about 160 in a bath with stirring. The reaction mixture, which solidifies after a short time, is crushed and stirred in a 160 to 165 bath for 20 minutes.

   After cooling, the new reaction product is a powder that is absorbed by water to form a clear, foaming solution. The new compound can be used as a textile additive, for example as a merging wetting agent or as a printing additive. .

Claims (1)

<B>PATENTANSPRUCH:</B> Verfahren zur Herstellung eines neuen Gemisches von Sulfamidderivaten, dadurch gekennzeichnet, dass man das Gemisch der beiden isameren Cymolsulfamide, wie es durch Umwandlung von Cymol mit Hilfe von Chlorsulfonsäure in das Gemisch der beiden isomeren Sulfonsäurechloride und an schliessende Umsetzung mit Ammoniak er hältlich ist, mit Natriumformaldehydbisulfit in Abwesenheit eines Lösungsmittels umsetzt. <B> PATENT CLAIM: </B> Process for the preparation of a new mixture of sulfamide derivatives, characterized in that the mixture of the two isomeric cymene sulfamides is obtained by converting cymene with the aid of chlorosulfonic acid into the mixture of the two isomeric sulfonic acid chlorides and subsequently Reaction with ammonia he is available, with sodium formaldehyde bisulfite in the absence of a solvent. Das neue Gemisch von Sulfamidderivaten stellt ein Pulver dar, das von Wasser zu einer klaren, schäumenden Lösung aufgenom men wird. Es kann als Tegtilhilfsstoff, bei spielsweise als Mercerisiernetzmittel oder als Druckhilfsstoff, Anwendung finden. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Umsetzung bei einer 100 übersteigenden Temperatur vor nimmt. The new mixture of sulfamide derivatives is a powder that is absorbed by water to form a clear, foaming solution. It can be used as a textile auxiliary, for example as a mercerizing wetting agent or as a printing auxiliary. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that the reaction is carried out at a temperature exceeding 100.
CH225555D 1941-07-02 1941-07-02 Process for the preparation of a new mixture of sulfamide derivatives. CH225555A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH225555T 1941-07-02

Publications (1)

Publication Number Publication Date
CH225555A true CH225555A (en) 1943-02-15

Family

ID=4454100

Family Applications (1)

Application Number Title Priority Date Filing Date
CH225555D CH225555A (en) 1941-07-02 1941-07-02 Process for the preparation of a new mixture of sulfamide derivatives.

Country Status (1)

Country Link
CH (1) CH225555A (en)

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