Patent GB-1173149-A (GB)
Title: Halogeno-Alkane-Sulphenyl Heterocyclics
IPC: C07D209/48
Filed: 1966-12-05
Abstract: 1,173,149. Fungicides containing sulphenyl heterocyclics. DYNACHIM. 5 Dec., 1966 [6 Dec., 1965 (4); 28 March, 1966; 4 April, 1966; 29 April, 1966; 2 May, 1966 (2); 9 June, 1966; 10 June, 1966; 6 Oct., 1966; 21 Oct., 1966], No. 54364/66. Headings A5B and A5E. [Also in Division C2] A fungicidal composition comprises one or more of the compounds of formula I wherein either W represents a direct bond, X and Y together represent one of the linkages -N=N-, CR<SP>1</SP>=CR<SP>2</SP>-, -S-o-Ï-, -O-o-Ï-, -N=CR<SP>4</SP>-or -N=CR<SP>5</SP>-, and Z represents a benzene ring optionally substituted with one or more alkyl and/or alkoxy and/or nitro and/or halogen and/or -CF 3  groups; or in which W is a -CO- linkage, and either X and Y together represent a -N=N- linkage and Z is as defined above, or X and Y together represent a -CO-linkage and Z represents a benzene, cyclohexane or cyclopentane ring fused elsewhere to a corresponding -CO-NH-CO- ring structure optionally N-substituted with a further -S.A radical; and wherein A is either a methyl group substituted with 2 or 3 similar or disimilar halogens or an ethyl or ethylene group substituted with at least two similar or dissimilar halogens with the proviso that when X and Y together signify or -N=N- and W is a direct bond A is not dihalofluoromethyl wherein the halo atoms which may be the same or different are F, Cl or Br; while R<SP>1</SP> and R<SP>2</SP> which may be the same or different each represents a hydrogen atom or an alkyl, aralkyl, aryl, cyano or cyanoalkyl group and R<SP>2</SP> may be bromine; R<SP>3</SP> represents a phenyl, furyl or thiemyl radical optionally substituted by one or more halogens and/or alkyl and/or alkoxy and/or nitro groups; R<SP>4</SP> represents a hydrogen atom, or an alkyl, aralkyl or aryl radical, optionally substituted with one or more halogen and/or nitro and/or alkoxy and/or alkyl-mercapto groups, or it represents a pyridyl, furyl, thienyl, pyrrolyl, thiazolyl, isothiazolyl or a thiadiazolyl radical joined either directly or indirectly via a saturated hydrocarbon straight or branched chain having 1-4 carbons to the nucleus, or a (quinol-8-yl)-oxymethyl radical, said radicals being optionally substituted with one or more halogen and/or nitro and/or alkyl and/or aralkyl and/or aryl groups; and R<SP>5</SP> represents a divalent straight or branched chain C 1-10  alkane or an ethylene, benzene, pyridine or furan linkage also joined to a corresponding but optionally unsulphenylated structure. The compositions may also contain biologically inert carriers or, diluents as well as other fungicides or other biologically active materials, e.g. the insecticides heptachlorine, lindane, aldrin, and dieldrin, antibacterials chloramphenicol, aureomycin, penicillin and streptomycin, insect and especially bird repellants diphenylguanidine and anthraquinone and other anti-fungals such as oxin, cuprous oxinate, bromochloroxin, zineb, maneb and benzene hexachloride. The composition may be provided in liquid, solid, e.g. as a powder, granules, tablets, agglomerations or one-package doses, or semi-solid form, e.g. a solution or a suspension or a dispersion in a waxy or pasty substance such as fat, a paraffin wax, a wax, an oil or a resinous and/or adhesive substance; it can form, for example, a liniment, a pomade, a cream, a balm, an ointment or a plaster. The compositions may also be used in the form of sprinklings, waterings, scatterings, irrigations, washings, steepings, atomisations, vapourisations, fumigations, coverings, coatings and pralinages (encapsulations in admixture with earth and water). Also mentioned are anti-fungal paints, disinfectants, for fruits in emulsion or solution form, a soildisinfectant fertiliser, general purpose aerosols and dry powder disinfectants for seed drills and sowings.