CH169550A - Method for producing a moth repellent. - Google Patents

Method for producing a moth repellent.

Info

Publication number
CH169550A
CH169550A CH169550DA CH169550A CH 169550 A CH169550 A CH 169550A CH 169550D A CH169550D A CH 169550DA CH 169550 A CH169550 A CH 169550A
Authority
CH
Switzerland
Prior art keywords
benzyl
isatin
parts
moth
product
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 CH169550A publication Critical patent/CH169550A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; 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
    • C07D209/32—Oxygen atoms
    • C07D209/34—Oxygen atoms in position 2
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/36—Biocides, 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
    • A01N43/38—Biocides, 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

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Indole Compounds (AREA)

Description

  

  



  Verfahren zur Herstellung eines   Mottensehutzmittels.   



   Es wurde gefunden, dass man zu einem hochwirksamen Mottenschutzmittel gelangen kann, wenn man N-Benzyl-Isatinsulfosäure, erhältlich durch direkte Sulfurierung von N-Benzylisatin in Schwefelsäuremonohydrat, und   p-tertiäres    Amylphenol, mit Hilfe eines 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 Wasch-und   WalkprozeB    ausgezeichnet widersteht. In dieser Weise vorbehandelte Wolle ist gegen den Angriff der Mottenlarven vollkommen geschützt.



   Beispiel :
17 Teile N-Benzyl-Isatinsulfosäure (hergestellt durch direkte Sulfurierung von N-Benzylisatin in   Schwefelsäuremonohydrat)    und 17 Teile   p-tertiäres    Amylphenol werden in 50 Teilen   konz.    Salzsäure gelöst und nachträglich mit 14 Teilen Zinntetrachlorid als Kondensationsmittel in der Kälte versetzt. Man erhitzt langsam auf 100 bis   110      und lässt die Reaktion bei gleicher Temperatur während drei Stunden fortbestehen.



  Nachdem das Reaktionsprodukt   erkaltet    ist, wird mit Wasser verdünnt und die Lösung so lange mit Wasserdampf destilliert, bis kein Amylphenol mehr übergeht. Durch Zugabe von Kaliumchlorid wird das Produkt ausgesalzen, durch   Umlösen    gereinigt, mit Kaliumcarbonat neutralisiert und wieder ausgeschieden. Das getrocknete Produkt ist ein weisses, wasserlösliches Pulver. Bei   Verwen-    dung von   Zinkohlorid    als   Kondensations-    mittel verläuft die Reaktion in gleicher Weise.  



     P ATENT ANSPRUCE    :
Verfahren zur Herstellung eines Motten  schutzmittels,    dadurch gekennzeichnet, daB man   N-Benzyl-Isatinsulfosäure,    erhältlich durch direkte Sulfurierung von N-Benzylisatin in   Schwefelsäuremonohydrat,    und 

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





  



  Process for the manufacture of a moth repellent.



   It has been found that a highly effective moth repellent can be obtained if N-benzyl-isatin sulfonic acid, obtainable by direct sulfurization of N-benzyl isatin in sulfuric acid monohydrate, and p-tertiary amylphenol, are reacted with the aid of a condensing agent.



   The resulting product is a white, readily water-soluble powder that is colorlessly absorbed from an acidic aqueous solution on 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.



   Example:
17 parts of N-benzyl-isatin sulfonic acid (produced by direct sulfurization of N-benzyl isatin in sulfuric acid monohydrate) and 17 parts of p-tertiary amylphenol are concentrated in 50 parts. Dissolved hydrochloric acid and then added 14 parts of tin tetrachloride as a condensing agent in the cold. The mixture is slowly heated to 100 to 110 and the reaction is allowed to continue at the same temperature for three hours.



  After the reaction product has cooled down, it is diluted with water and the solution is distilled with steam until no more amylphenol passes over. The product is salted out by adding potassium chloride, purified by dissolving, neutralized with potassium carbonate and excreted again. The dried product is a white, water-soluble powder. If zinc chloride is used as a condensation agent, the reaction proceeds in the same way.



     P ATENT CLAIM:
Process for the production of a moth repellent, characterized in that N-benzyl-isatin sulfonic acid, obtainable by direct sulfurization of N-benzyl isatin in sulfuric acid monohydrate, and

** 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 Mottensehutzmittels. Process for the manufacture of a moth repellent. Es wurde gefunden, dass man zu einem hochwirksamen Mottenschutzmittel gelangen kann, wenn man N-Benzyl-Isatinsulfosäure, erhältlich durch direkte Sulfurierung von N-Benzylisatin in Schwefelsäuremonohydrat, und p-tertiäres Amylphenol, mit Hilfe eines Kondensationsmittels zur Reaktion bringt. It has been found that a highly effective moth repellent can be obtained if N-benzyl-isatin sulfonic acid, obtainable by direct sulfurization of N-benzyl isatin in sulfuric acid monohydrate, and p-tertiary amylphenol, are reacted with the aid of a condensing agent. Das entstandene Produkt ist ein weisses, gut wasserlösliches Pulver, das aus saurer wässeriger Lösung auf tierische Fasern farblos aufzieht und dann dem Wasch-und WalkprozeB ausgezeichnet widersteht. In dieser Weise vorbehandelte Wolle ist gegen den Angriff der Mottenlarven vollkommen geschützt. The resulting product is a white, readily water-soluble powder that is colorlessly absorbed from an acidic aqueous solution on 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. Beispiel : 17 Teile N-Benzyl-Isatinsulfosäure (hergestellt durch direkte Sulfurierung von N-Benzylisatin in Schwefelsäuremonohydrat) und 17 Teile p-tertiäres Amylphenol werden in 50 Teilen konz. Salzsäure gelöst und nachträglich mit 14 Teilen Zinntetrachlorid als Kondensationsmittel in der Kälte versetzt. Man erhitzt langsam auf 100 bis 110 und lässt die Reaktion bei gleicher Temperatur während drei Stunden fortbestehen. Example: 17 parts of N-benzyl-isatin sulfonic acid (produced by direct sulfurization of N-benzyl isatin in sulfuric acid monohydrate) and 17 parts of p-tertiary amylphenol are concentrated in 50 parts. Dissolved hydrochloric acid and then added 14 parts of tin tetrachloride as a condensing agent in the cold. The mixture is slowly heated to 100 to 110 and the reaction is allowed to continue at the same temperature for three hours. Nachdem das Reaktionsprodukt erkaltet ist, wird mit Wasser verdünnt und die Lösung so lange mit Wasserdampf destilliert, bis kein Amylphenol mehr übergeht. Durch Zugabe von Kaliumchlorid wird das Produkt ausgesalzen, durch Umlösen gereinigt, mit Kaliumcarbonat neutralisiert und wieder ausgeschieden. Das getrocknete Produkt ist ein weisses, wasserlösliches Pulver. Bei Verwen- dung von Zinkohlorid als Kondensations- mittel verläuft die Reaktion in gleicher Weise. After the reaction product has cooled down, it is diluted with water and the solution is distilled with steam until no more amylphenol passes over. The product is salted out by adding potassium chloride, purified by dissolving, neutralized with potassium carbonate and excreted again. The dried product is a white, water-soluble powder. If zinc chloride is used as a condensation agent, the reaction proceeds in the same way. P ATENT ANSPRUCE : Verfahren zur Herstellung eines Motten schutzmittels, dadurch gekennzeichnet, daB man N-Benzyl-Isatinsulfosäure, erhältlich durch direkte Sulfurierung von N-Benzylisatin in Schwefelsäuremonohydrat, und p-tertiäres Amylphenol mit Hilfe eines Kaon- densationsmittels zur Reaktion bringt. Das entstandene Produkt ist ein weisses, gut wasserlösliches Pulver, das aus saurer wäs- seriger Losung auf tierische Fasern farblos aufzieht und dann dem Wasch-und Walk- prozess ausgezeichnet widersteht. In dieser Weise vorbehandelte Wolle ist gegen den Angriff der Mottenlarven vollkommen ge schiitzt. P ATENT CLAIM: Process for the production of a moth repellent, characterized in that N-benzyl-isatin sulfonic acid, obtainable by direct sulfurization of N-benzyl isatin in sulfuric acid monohydrate, and p-tertiary amylphenol are reacted with the aid of a condensation agent. The resulting product is a white, readily water-soluble powder which, from acidic aqueous solution, is absorbed colorlessly on 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.
CH169550D 1933-07-17 1933-07-17 Method for producing a moth repellent. CH169550A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH169550T 1933-07-17
CH162058T 1938-01-14

Publications (1)

Publication Number Publication Date
CH169550A true CH169550A (en) 1934-05-31

Family

ID=25717514

Family Applications (1)

Application Number Title Priority Date Filing Date
CH169550D CH169550A (en) 1933-07-17 1933-07-17 Method for producing a moth repellent.

Country Status (1)

Country Link
CH (1) CH169550A (en)

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