CH205772A - 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
CH205772A
CH205772A CH205772DA CH205772A CH 205772 A CH205772 A CH 205772A CH 205772D A CH205772D A CH 205772DA CH 205772 A CH205772 A CH 205772A
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 CH205772A publication Critical patent/CH205772A/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 das wasserlös  liche, licht- und     walkechte,    beständige     4-          Chlorbenzylphenylmercaptal    der     Benzaldehyd-          o-sulfonsäure    erhalten werden kann,

   wenn  man in steter Gegenwart von sauren Kon  densationsmitteln 1     Mol        Benzaldehyd-o-sulfon-          säure    erst mit 1     Mol        4-Chlorbenzylmercaptan     und dann die entstandene     Hydrolsulfonsäure     mit 1     Mol        Thiophenol    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>       1/io        Mol        Benzaldehyd-o-sulfonsäure    wird  in 100 Teilen Eisessig gelöst und bei 0 0 C  mit 15,9 Teilen     4-Chlorbenzylmercaptan        (l/io          Mol)    versetzt, worauf das Gemisch 12 Stun-    den bei Raumtemperatur sich selbst über  lassen wird. Dann wird mit 10,9 Teilen     Thio-          phenol        (l/lo        Mol)    versetzt und unter Eisküh  lung mit     Salzsäuregas    gesättigt.

   Nach 6     stün-          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.    Der  Rückstand wird im Vakuum bei<B>80-900</B>  getrocknet und gemahlen. Das     4-Chlorbenzyl-          phenyl-mercaptal    der     Benzaldehyd-o-sulfon-          säure    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 the water-soluble, light- and whale-fast, stable 4-chlorobenzylphenyl mercaptal of benzaldehyde-o-sulfonic acid can be obtained,

   if 1 mol of benzaldehyde-o-sulfonic acid is treated with 1 mol of 4-chlorobenzyl mercaptan and then the hydrolsulfonic acid formed with 1 mol of thiophenol in the constant presence of acidic condensation agents. 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> 1/10 mol of benzaldehyde-o-sulfonic acid is dissolved in 100 parts of glacial acetic acid and 15.9 parts of 4-chlorobenzyl mercaptan (1/10 mol) are added at 0 ° C., after which the mixture is 12 hours - which is left to itself at room temperature. Then 10.9 parts of thiophenol (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, 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. The residue is dried and ground in vacuo at 80-900. The 4-chlorobenzyl-phenyl-mercaptal of benzaldehyde-o-sulfonic acid is easily soluble in water and forms lead and iron salts that are difficult to dissolve.

Claims (1)

PATENTANSPRUCH Verfahren zur Darstellung eines zur Schäd lingsbekämpfung verwendbaren Kondensa tionsproduktes, des 4-Chlorbenzyl-phenyl-mer- captals der Benzaldehyd-o-sulfonsäure, da durch gekennzeichnet, dass man in steter Ge genwart von sauren Kondensationsmitteln 1 NIol Benzaldehyd-o-sulfonsäure erst mit 1 Mol 4-Clilorbenzylmercaptan und dann die entstandene Hydrolsulfonsäure mit 1 1M1 Thio- phenol behandelt. PATENT CLAIM Process for the preparation of a condensation product that can be used for pest control, the 4-chlorobenzyl-phenyl-mercaptal of benzaldehyde-o-sulfonic acid, characterized in that in the constant presence of acidic condensing agents, 1 nol benzaldehyde-o-sulfonic acid is only used treated with 1 mol of 4-clilobenzyl mercaptan and then the hydrolsulfonic acid formed with 1 1M1 of thiophenol. Das neue Kondensations- produkt stellt nach dem Trocknen und Mah len ein helles Pulver dar, das in Wasser gut löslich ist und schwerlösliche Blei- und Eisen salze bildet. After drying and grinding, the new condensation product is a pale powder that is readily soluble in water and forms poorly soluble lead and iron salts.
CH205772D 1938-03-26 1938-03-26 Process for the preparation of a condensation product which can be used for pest control. CH205772A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH205772T 1938-03-26
CH193611T 1939-03-08

Publications (1)

Publication Number Publication Date
CH205772A true CH205772A (en) 1939-06-30

Family

ID=25722529

Family Applications (1)

Application Number Title Priority Date Filing Date
CH205772D CH205772A (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) CH205772A (en)

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