CH205771A - 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
CH205771A
CH205771A CH205771DA CH205771A CH 205771 A CH205771 A CH 205771A CH 205771D A CH205771D A CH 205771DA CH 205771 A CH205771 A CH 205771A
Authority
CH
Switzerland
Prior art keywords
condensation product
preparation
mol
pest control
benzaldehyde
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 CH205771A publication Critical patent/CH205771A/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

  • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

       

  Verfahren zur Darstellung eines zur     Schädlingsbekämpfung    verwendbaren  Kondensationsproduktes.    Es wurde gefunden, dass das wasserlös  liche, licht- und     walkechte,    beständige     Ben-          zyl-3,4-dichlorphenylmercaptal    der     Benzal-          dehyd-o-sulfonsäure    erhalten werden kann,

    wenn man in steter Gegenwart von sauren  Kondensationsmitteln 1     Mol        Benzaldehyd-o-          sulfonsäure    mit einem     Mol        Benzylmercaptan     und die entstandene     Hydrolsulfonsäure    mit 1       Mol        3,4-Dichlorthiophenol    behandelt. Die neue  Verbindung ist zur Verwendung als Schäd  lingsbekämpfungsmittel, insbesondere zum Im  munisieren gegen Kleidermotten geeignet.  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.  



  <I>Beispiel:</I>       i/jo        Mol        Benzaldehyd-o-sulfonsäure    wird in  100 Teilen Eisessig gelöst und bei<B>0'</B> C mit  12,4 Teilen     Benzylmercaptan        (1/1o        Mol)    ver  setzt, worauf das Gemisch 12 Stunden bei    Raumtemperatur sich selbst überlassen wird.  Dann wird mit 17,9 Teilen     3,4-Dichlorthio-          phenol        (1/1o        Mol)    versetzt und unter Eisküh  lung mit     Salzsäuregas    gesättigt.

   Nach     6stün-          digem    Stehen wird in 1000 Teile Wasser ein  gerührt, die Lösung kalt mit Natronlauge  kongoneutral gestellt und     ausgeäthert.    Der  Äther wird mit     conc.    Natronlauge zweimal  gewaschen, getrocknet und     abdestilliert.        De'r     Rückstand wird im Vakuum bei 80-90 o C  getrocknet und gemahlen. Das     Benzyl-3,4-          dichlorphenylmercaptal    der     Benzaldehyd-o-          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 has been found that the water-soluble, lightfast and masticatory, stable benzyl-3,4-dichlorophenyl mercaptal of benzaldehyde-o-sulfonic acid can be obtained,

    if, in the constant presence of acidic condensing agents, 1 mole of benzaldehyde-o-sulfonic acid is treated with one mole of benzyl mercaptan and the hydrolsulfonic acid formed is treated with 1 mole of 3,4-dichlorothiophenol. The new 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> 1/1 mole of benzaldehyde-o-sulfonic acid is dissolved in 100 parts of glacial acetic acid and added at <B> 0 '</B> C with 12.4 parts of benzyl mercaptan (1/10 mol) and the mixture is left to stand for 12 hours at room temperature. Then 17.9 parts of 3,4-dichlorothiophenol (1/10 mol) are added and the mixture is saturated with hydrochloric acid gas while cooling with ice.

   After standing for 6 hours, the mixture is stirred into 1000 parts of water, and the solution is rendered Congo-neutral with cold sodium hydroxide solution and extracted with ether. The ether becomes with conc. Sodium hydroxide solution washed twice, dried and distilled off. De'r residue is dried in vacuo at 80-90 o C and ground. The benzyl-3,4-dichlorophenyl mercaptal of benzaldehyde-o-sulfonic acid is easily soluble in water and forms poorly soluble lead and iron salts.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines zur Schäd lingsbekämpfung verwendbaren Kondensa tionsproduktes, des Benzyl-3,4-dichlorphenyl- mercaptals der Benzaldehyd-o-sulfonsäure, dadurch gekennzeichnet, dass man in steter Gegenwart von sauren Kondensationsmitteln 1 Mol Benzaldehyd-o-sulfonsäure erst mit 1 Mol Benzylmercaptan und dann die entstan dene Hydrolsulfonsäure mit 1 Mol 3,4-Dichlor- tbiophenol behandelt. PATENT CLAIM: Process for the preparation of a condensation product which can be used for pest control, the benzyl-3,4-dichlorophenyl mercaptals of benzaldehyde-o-sulfonic acid, characterized in that 1 mol of benzaldehyde-o-sulfonic acid is only used in the constant presence of acidic condensing agents 1 mol of benzyl mercaptan and then the hydrolsulphonic acid formed was treated with 1 mol of 3,4-dichloro tbiophenol. Das neue Kondensa- tionsprodukt stellt nach dem Trocknen und Mahlen ein helles Pulver dar, das in Wasser gut löslich ist und schwerlösliche Blei- und Eisensalze bildet. 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.
CH205771D 1938-03-26 1938-03-26 Process for the preparation of a condensation product which can be used for pest control. CH205771A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH205771T 1938-03-26
CH193611T 1939-03-08

Publications (1)

Publication Number Publication Date
CH205771A true CH205771A (en) 1939-06-30

Family

ID=25722528

Family Applications (1)

Application Number Title Priority Date Filing Date
CH205771D CH205771A (en) 1938-03-26 1938-03-26 Process for the preparation of a condensation product which can be used for pest control.

Country Status (1)

Country Link
CH (1) CH205771A (en)

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