GB778759A - New organic compounds and compositions containing the same - Google Patents

New organic compounds and compositions containing the same

Info

Publication number
GB778759A
GB778759A GB735/56A GB73556A GB778759A GB 778759 A GB778759 A GB 778759A GB 735/56 A GB735/56 A GB 735/56A GB 73556 A GB73556 A GB 73556A GB 778759 A GB778759 A GB 778759A
Authority
GB
United Kingdom
Prior art keywords
compounds
trichloro
dichloro
sulphonyl
products
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
GB735/56A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rhone Poulenc SA
Original Assignee
Rhone Poulenc SA
Societe des Usines Chimiques Rhone Poulenc SA
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 Rhone Poulenc SA, Societe des Usines Chimiques Rhone Poulenc SA filed Critical Rhone Poulenc SA
Publication of GB778759A publication Critical patent/GB778759A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C321/00—Thiols, sulfides, hydropolysulfides or polysulfides
    • C07C321/24—Thiols, sulfides, hydropolysulfides, or polysulfides having thio groups bound to carbon atoms of six-membered aromatic rings
    • C07C321/28—Sulfides, hydropolysulfides, or polysulfides having thio groups bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/14—Sulfones; Sulfoxides having sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/01—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and halogen atoms, or nitro or nitroso groups bound to the same carbon skeleton
    • C07C323/09—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and halogen atoms, or nitro or nitroso groups bound to the same carbon skeleton having sulfur atoms of thio groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises compounds of the formula: <FORM:0778759/IV(b)/1> in which Ar is substituted or unsubstituted aryl, B is a single bond or straight or branched aliphatic chain of not more than 3 carbon atoms, X is S, SO or SO2 and Y is halogen; also a process for the production of such compounds which comprises the interaction of equimolecular proportions of a halogen and the compound Ar-B-S-CCl = CHCl, followed by dehydrohalogenation of the product to give the corresponding sulphide, followed, if desired, by oxidizing to sulphoxide or sulphone. In examples, 1:1:2 - trichloro - 2 - 41 - chlorophenyl-, methylphenyl -, isopropylphenyl - and some dichlorophenyl and methyl-chloro-phenyl-thioethylenes are produced by chlorination of the corresponding unsaturated ethylene compounds; trihalogen compounds are also obtained by bromination of such compounds; the dehydrohalogenation is effected with alkali metal hydroxides, and oxidation may be carried out with acidic hydrogen peroxide to give the corresponding sulphinyl and sulphonyl chloroethylene derivatives, of which 1:1:2-trichloro-2-41-chlorophenyl-, sulphinyl- and sulphonyl-ethylene are typical. The products are fungicides &c. The substituted phenyl-dichloro-thioethylenes are obtained by reaction between trichloroethylene and the required substituted thiophenol; the products include dichloro and dimethyl phenyl derivatives; brominated products include 1:2 - dichloro - 1:2 - dibromo-1-41 - chlorophenylthioethane, the 1:2 - dichloro - 2 - bromo - 1:41 - chlorophenylthioethylene and the corresponding sulphinyl and sulphonyl derivatives.ALSO:The invention comprises fungicidal, insecticidal and acaricidal compositions containing compounds of the formula <FORM:0778759/VI/1> in which An is substituted or unsubstituted aryl, B is a single bond or straight or branched aliphatic chain of not more than 3 carbon atoms. X is S, SO or SO2 and Y is halogen (see Group IVb); a composition of 1 : 1 : 2 - trichloro - 2 : 41 chlorobenzene sulphonylethylene as a wettable powder for spraying containing 25 per cent of active product, and as a fine aqueous suspension with xylene and "Tween-" (Registered Trade Mark) are described; 1 : 1 : 2 - trichloro - 2 : 31 : 41 - dimethyl benzene sulphonyl ethylene gives a similar aqueous suspension; generally the products may be made up as emulsions, solutions, with wetting &c. agents, and mixed with synergistic products.
GB735/56A 1955-01-22 1956-01-09 New organic compounds and compositions containing the same Expired GB778759A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR778759X 1955-01-22

Publications (1)

Publication Number Publication Date
GB778759A true GB778759A (en) 1957-07-10

Family

ID=9202356

Family Applications (1)

Application Number Title Priority Date Filing Date
GB735/56A Expired GB778759A (en) 1955-01-22 1956-01-09 New organic compounds and compositions containing the same

Country Status (1)

Country Link
GB (1) GB778759A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3039919A (en) * 1960-05-26 1962-06-19 Joseph E Moore Phenyl acyclic sulfones as fungicidal compositions
EP0001312A1 (en) * 1977-09-19 1979-04-04 Stauffer Chemical Company Novel 1,2-dichlorocyanovinyl sulfides, sulfoxides and sulfones, biocidal preparations comprising them, as well as a method of controlling microorganisms by using said compounds or preparations
FR2420526A1 (en) * 1978-03-24 1979-10-19 Union Carbide Corp Oxidation of organic sulphide(s) to corresponding sulphone(s) - using hydrogen peroxide, a carboxylic acid and a mineral or sulphonic acid catalyst
EP0062255A2 (en) * 1981-04-06 1982-10-13 Nihon Tokushu Noyaku Seizo K.K. Preparation of alkylsulfinyl-substituted organophosphoric-acid esters

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3039919A (en) * 1960-05-26 1962-06-19 Joseph E Moore Phenyl acyclic sulfones as fungicidal compositions
EP0001312A1 (en) * 1977-09-19 1979-04-04 Stauffer Chemical Company Novel 1,2-dichlorocyanovinyl sulfides, sulfoxides and sulfones, biocidal preparations comprising them, as well as a method of controlling microorganisms by using said compounds or preparations
FR2420526A1 (en) * 1978-03-24 1979-10-19 Union Carbide Corp Oxidation of organic sulphide(s) to corresponding sulphone(s) - using hydrogen peroxide, a carboxylic acid and a mineral or sulphonic acid catalyst
EP0062255A2 (en) * 1981-04-06 1982-10-13 Nihon Tokushu Noyaku Seizo K.K. Preparation of alkylsulfinyl-substituted organophosphoric-acid esters
EP0062255A3 (en) * 1981-04-06 1983-03-09 Nihon Tokushu Noyaku Seizo K.K. Preparation of alkylsulfinyl-substituted organophosphoric-acid esters
US4448733A (en) * 1981-04-06 1984-05-15 Nihon Tokushu Noyaku Seizo K.K. Production of alkylsulfinyl substituted organophosphoric acid esters

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