CH211232A - Process for the preparation of a condensation product which can be used for pest control. - Google Patents

Process for the preparation of a condensation product which can be used for pest control.

Info

Publication number
CH211232A
CH211232A CH211232DA CH211232A CH 211232 A CH211232 A CH 211232A CH 211232D A CH211232D A CH 211232DA CH 211232 A CH211232 A CH 211232A
Authority
CH
Switzerland
Prior art keywords
condensation product
preparation
pest control
benzaldehyde
sulfonic acid
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 CH211232A publication Critical patent/CH211232A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
    • 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
    • A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
    • A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
    • A01N41/04—Sulfonic acids; Derivatives thereof

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)

Description

       

  Verfahren zur Darstellung eines zur Schädlingsbekämpfung verwendbaren  Kondensationsproduktes.    Es wurde gefunden, dass durch Kondensa  tion von 1     -Mol.        Benzaldehyd-2-sulfonsäure     mit 1     Mol.        4-Chlorbenzylmercaptan    und wei  tere Kondensation der entstandenen     Hydrol-          sulfonsäure    mit 1     Mol.        4-Chlorthiophenol    in  Gegenwart saurer     Kondensationsmittel    das  wasserlösliche, licht- und     walkechte,

      bestän  dige     4-Chlorbenzyl-4'-chlorphenylmercaptal     der     Benzaldehyd-2-sulfonsäure    erhalten wer  den kann, welche Verbindung zur     Verwen-          dung    als Schädlingsbekämpfungsmittel, ins  besondere zum Immunisieren gegen Kleider  motten geeignet ist. Das neue Kondensations  produkt stellt nach dem Trocknen und  Mahlen ein helles Pulver dar, das in Wasser  gut löslich ist     und        schwerlösliche    Blei- und  Eisensalze bildet.

      <I>Beispiel:</I>         '/1o        Mol.        Benzaldehyd-2-sulfonsäure    wird  in 100 Teilen Eisessig gelöst     und    bei 0   C  mit 15,9 Teilen     4-Chlorbenzylmercaptan          M01.)    versetzt, worauf das Gemisch    12 Stunden bei     Raumtemperatur    sich selbst       überlassen    wird. Dann wird     mit    12,4 Teilen       4-Chlorthiophenol        ('/"p        1M1.)    versetzt und  unter Eiskühlung mit     Salzsäuregas    gesättigt.

    Nach 6stündigem Stehen wird in 1000 Teile  Wasser     eingerührt,    die Lösung kalt mit Na  tronlauge kongoneutral gestellt und     aus-          geäthert.    Der Äther     wird    mit     konz.    Natron  lauge zweimal gewaschen,     getrocknet    und ab  destilliert. Der Rückstand wird im Vakuum  bei<B>80-90'</B> getrocknet und gemahlen. Das       4-Chlorbenzyl-4'-chlorphenyl-mereaptal    der       Benzaldehyd-2-sulfonsäure    ist in Wasser  leicht löslich und bildet     schwerlösliche        Blei-          und    Eisensalze.



  Process for the preparation of a condensation product which can be used for pest control. It was found that by condensation of 1 mol. Benzaldehyde-2-sulfonic acid with 1 mole. 4-chlorobenzyl mercaptan and further condensation of the hydrolysulfonic acid formed with 1 mole. 4-chlorothiophenol in the presence of acidic condensing agents, the water-soluble, light- and boil-fast,

      Resistant 4-chlorobenzyl-4'-chlorophenyl mercaptal from benzaldehyde-2-sulfonic acid can be obtained, which compound is suitable for use as a pesticide, especially for immunizing against clothes moths. After drying and grinding, the new condensation product is a light-colored powder that is readily soluble in water and forms poorly soluble lead and iron salts.

      <I> Example: </I> '/ 10 mol. Benzaldehyde-2-sulfonic acid is dissolved in 100 parts of glacial acetic acid and 15.9 parts of 4-chlorobenzyl mercaptan M01.) Are added at 0 ° C., after which the mixture is allowed to stand for 12 hours at room temperature is left to itself. Then 12.4 parts of 4-chlorothiophenol ('/ "p 1M1.) Are added and the mixture is saturated with hydrochloric acid gas while cooling with ice.

    After standing for 6 hours, it is stirred into 1000 parts of water, the solution is rendered Congo-neutral with cold sodium hydroxide solution and extracted with ether. The ether is with conc. Sodium hydroxide solution washed twice, dried and distilled off. The residue is dried and ground in vacuo at <B> 80-90 '</B>. The 4-chlorobenzyl-4'-chlorophenyl-mereaptal of benzaldehyde-2-sulfonic acid is easily soluble in water and forms poorly soluble lead and iron salts.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines zur Schädlingsbekämpfung verwendbaren Kon densationsproduktes, des 4-Chlorbenzyl-4'- chlorphenylmercaptals der Benzaldehyd-2- sulfonsäure, dadurch gekennzeichnet, PATENT CLAIM: Process for the preparation of a condensation product which can be used for pest control, 4-chlorobenzyl-4'-chlorophenyl mercaptal of benzaldehyde-2-sulfonic acid, dass man 1 Mol. Benzaldehyd-2-sulfonsäure in. Gebenivart von sauren Kondensationsmitteln erst mit 1 llol. 4-Chlorbenzylmereaptan und dann die entstandene Hy drolsulfonsäure mit 1 11o1. 4-Chlorthiophenol behandelt. Das neue Kondensationsprodukt stellt nach dem Trocknen und Mahlen ein helles Pulver dar, das in Wasser gut löslich ist und schwer lösliche Blei- und Eisensalze bildet. that one mol. Benzaldehyde-2-sulfonic acid in. Giving type of acidic condensing agents only with 1 llol. 4-chlorobenzylmereaptane and then the resulting hy drolsulfonic acid with 1 11o1. 4-chlorothiophenol treated. After drying and grinding, the new condensation product is a light-colored powder that is readily soluble in water and forms poorly soluble lead and iron salts.
CH211232D 1939-03-08 1939-03-08 Process for the preparation of a condensation product which can be used for pest control. CH211232A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH193611T 1939-03-08
CH211232T 1939-03-08

Publications (1)

Publication Number Publication Date
CH211232A true CH211232A (en) 1940-08-31

Family

ID=25722530

Family Applications (1)

Application Number Title Priority Date Filing Date
CH211232D CH211232A (en) 1939-03-08 1939-03-08 Process for the preparation of a condensation product which can be used for pest control.

Country Status (1)

Country Link
CH (1) CH211232A (en)

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