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CH162058A - Method for producing a moth repellent. - Google Patents

Method for producing a moth repellent.

Info

Publication number
CH162058A
CH162058A CH162058DA CH162058A CH 162058 A CH162058 A CH 162058A CH 162058D A CH162058D A CH 162058DA CH 162058 A CH162058 A CH 162058A
Authority
CH
Switzerland
Prior art keywords
isatin
sulfonic acid
moth
thymol
condensation
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 CH162058A publication Critical patent/CH162058A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/30Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/32Oxygen atoms
    • C07D209/34Oxygen atoms in position 2
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/36Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
    • A01N43/38Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings condensed with carbocyclic rings

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Dentistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Description

  

  



  Verfahren zur Herstellung eines   Mottenschutzmittels.   



   Es ist bekannt, dass das   Kondensations-    produkt von Isatin mit Phenol ganz spezifische Wirkungen auf die Darmschleimhaut ausübt. Als Diacetylester stellt es ein viel   gebrauchtes Abführmittel    dar.   Sollte es ge-      lingen,    die   Giftigkeit eines solehen Sonden-      sationsproduktes    durch entsprechende Substitution zu erhöhen und zugleich Wasser  loslichkeit,    sowie gute Affinität zur animali  schen    Faser zu erreichen, so wären die Be  dingungen für    die   Herstellung eines wirk-    samen Mottenschutzmittels gegeben. Das   Zu-    sammentreffen aller guten Eigenschaften auf dieser Grundlage war jedoch nieht vorauszusehen.



   Es wurde nun gefunden, dass man zu einem hochwirksamen Mottenschutzmittel gelangen kann, wenn man   Isatin-5-sulfosäure    und Thymol mit Hilfe eines sauren Kondensationsmittels zur Reaktion bringt. Das entstandene Produkt ist ein   weiBes,    gut wasserlösliches Pulver, das aus saurer wässeriger Lösung auf tierische Fasern farblos   aufzieht    und dann dem Wasch-und Walkprozess   aus-    gezeichnet widersteht. In dieser Weise vorbehandelte Wolle ist gegen den Angriff der Mottenlarven vollkommen geschützt.



   Beispiel:
125 Teile   80%    ige   Schwefelsaure,    14 Teile Thymol, 10 Teile Isatin-5-sulfosäure werden bei 50 bis   60   sechs Stunden geriihrt.    Die Kondensation geht rasch von statten. Nach Prüfung des   Endpunktes der Reaktion    wird auf Eis gegossen und so viel Wasser   zn-    gegeben, bis der   gebiidete    Niederschlag heiss in Lösung geht. Die Lösung wird mit etwas   Tierkohle    gekocht, abfiltriert und erkalten gelassen, wobei sich das   Kondensationspro-    dukt in Form der freien Sulfosäure ausscheidet.  



   PATENTANSPRUCH :
Verfahren zur   Herstellung eines Motten-      schutzmittels,    dadurch gekennzeichnet, dass man   Isatin-5-sulfosäure    und Thymol mit Hilfe eines sauren Kondensationsmittels zur Reaktion bringt. Das entstandene Produkt ist ein weisses, gut wasserlösliches Pulver, das aus saurer wässeriger Lösung auf tierische Fasern farblos aufzieht und dann dem   Waseh-und      Walkprozess    ausgezeichnet wi  dersteht.    In dieser Weise vorbehandelte Wolle ist gegen den Angriff der Mottenlarven vollkommen geschützt. 

**WARNUNG** Ende DESC Feld konnte Anfang CLMS uberlappen**.





  



  Method for producing a moth repellent.



   It is known that the condensation product of isatin with phenol has very specific effects on the intestinal mucosa. As a diacetyl ester, it is a much used laxative. If it were possible to increase the toxicity of such a probe product through appropriate substitution and at the same time to achieve water solubility and good affinity for animal fibers, the conditions for the would be Production of an effective moth repellent given. The meeting of all the good properties on this basis could not be foreseen.



   It has now been found that a highly effective moth repellent can be obtained if isatin-5-sulfonic acid and thymol are reacted with the aid of an acidic condensation agent. The resulting product is a white, readily water-soluble powder, which is absorbed colorlessly from acidic aqueous solution onto animal fibers and then withstands the washing and fulling process extremely well. Wool pretreated in this way is completely protected against attack by the moth larvae.



   Example:
125 parts of 80% sulfuric acid, 14 parts of thymol, 10 parts of isatin-5-sulfonic acid are stirred for 50 to 60 hours for six hours. The condensation takes place quickly. After the end point of the reaction has been checked, it is poured onto ice and water is added until the precipitate which has formed dissolves hot. The solution is boiled with some animal charcoal, filtered off and allowed to cool, the condensation product separating out in the form of the free sulfonic acid.



   PATENT CLAIM:
Process for the production of a moth repellent, characterized in that isatin-5-sulfonic acid and thymol are reacted with the aid of an acidic condensation agent. The resulting product is a white, readily water-soluble powder that is colorlessly absorbed from an acidic aqueous solution onto animal fibers and then withstands the washing and fulling process excellently. Wool pretreated in this way is completely protected against attack by the moth larvae.

** WARNING ** End of DESC field could overlap beginning of CLMS **.



 

Claims (1)

**WARNUNG** Anfang CLMS Feld konnte Ende DESC uberlappen **. ** WARNING ** Beginning of CLMS field could overlap end of DESC **. Verfahren zur Herstellung eines Mottenschutzmittels. Method for producing a moth repellent. Es ist bekannt, dass das Kondensations- produkt von Isatin mit Phenol ganz spezifische Wirkungen auf die Darmschleimhaut ausübt. Als Diacetylester stellt es ein viel gebrauchtes Abführmittel dar. Sollte es ge- lingen, die Giftigkeit eines solehen Sonden- sationsproduktes durch entsprechende Substitution zu erhöhen und zugleich Wasser loslichkeit, sowie gute Affinität zur animali schen Faser zu erreichen, so wären die Be dingungen für die Herstellung eines wirk- samen Mottenschutzmittels gegeben. Das Zu- sammentreffen aller guten Eigenschaften auf dieser Grundlage war jedoch nieht vorauszusehen. It is known that the condensation product of isatin with phenol has very specific effects on the intestinal mucosa. As a diacetyl ester, it is a much used laxative. If it were possible to increase the toxicity of such a probe product through appropriate substitution and at the same time to achieve water solubility and good affinity for animal fibers, the conditions for the would be Production of an effective moth repellent given. The meeting of all the good properties on this basis could not be foreseen. Es wurde nun gefunden, dass man zu einem hochwirksamen Mottenschutzmittel gelangen kann, wenn man Isatin-5-sulfosäure und Thymol mit Hilfe eines sauren Kondensationsmittels zur Reaktion bringt. Das entstandene Produkt ist ein weiBes, gut wasserlösliches Pulver, das aus saurer wässeriger Lösung auf tierische Fasern farblos aufzieht und dann dem Wasch-und Walkprozess aus- gezeichnet widersteht. In dieser Weise vorbehandelte Wolle ist gegen den Angriff der Mottenlarven vollkommen geschützt. It has now been found that a highly effective moth repellent can be obtained if isatin-5-sulfonic acid and thymol are reacted with the aid of an acidic condensation agent. The resulting product is a white, readily water-soluble powder, which is absorbed colorlessly from acidic aqueous solution onto animal fibers and then withstands the washing and fulling process extremely well. Wool pretreated in this way is completely protected against attack by the moth larvae. Beispiel: 125 Teile 80% ige Schwefelsaure, 14 Teile Thymol, 10 Teile Isatin-5-sulfosäure werden bei 50 bis 60 sechs Stunden geriihrt. Die Kondensation geht rasch von statten. Nach Prüfung des Endpunktes der Reaktion wird auf Eis gegossen und so viel Wasser zn- gegeben, bis der gebiidete Niederschlag heiss in Lösung geht. Die Lösung wird mit etwas Tierkohle gekocht, abfiltriert und erkalten gelassen, wobei sich das Kondensationspro- dukt in Form der freien Sulfosäure ausscheidet. Example: 125 parts of 80% sulfuric acid, 14 parts of thymol, 10 parts of isatin-5-sulfonic acid are stirred for 50 to 60 hours for six hours. The condensation takes place quickly. After the end point of the reaction has been checked, it is poured onto ice and water is added until the precipitate which has formed dissolves hot. The solution is boiled with some animal charcoal, filtered off and allowed to cool, the condensation product separating out in the form of the free sulfonic acid. PATENTANSPRUCH : Verfahren zur Herstellung eines Motten- schutzmittels, dadurch gekennzeichnet, dass man Isatin-5-sulfosäure und Thymol mit Hilfe eines sauren Kondensationsmittels zur Reaktion bringt. Das entstandene Produkt ist ein weisses, gut wasserlösliches Pulver, das aus saurer wässeriger Lösung auf tierische Fasern farblos aufzieht und dann dem Waseh-und Walkprozess ausgezeichnet wi dersteht. In dieser Weise vorbehandelte Wolle ist gegen den Angriff der Mottenlarven vollkommen geschützt. PATENT CLAIM: Process for the production of a moth repellent, characterized in that isatin-5-sulfonic acid and thymol are reacted with the aid of an acidic condensation agent. The resulting product is a white, readily water-soluble powder that is colorlessly absorbed from an acidic aqueous solution onto animal fibers and then withstands the washing and fulling process excellently. Wool pretreated in this way is completely protected against attack by the moth larvae.
CH162058D 1938-01-14 1932-09-03 Method for producing a moth repellent. CH162058A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH162058T 1938-01-14

Publications (1)

Publication Number Publication Date
CH162058A true CH162058A (en) 1933-06-15

Family

ID=4415286

Family Applications (1)

Application Number Title Priority Date Filing Date
CH162058D CH162058A (en) 1938-01-14 1932-09-03 Method for producing a moth repellent.

Country Status (1)

Country Link
CH (1) CH162058A (en)

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