Patent GB-830650-A (GB)
Title: Improvements in fungicidal products
IPC: C07D263/56
Filed: 1954-03-18
Abstract: Compounds of the general formula <FORM:0830650/IV (b)/1> in which R represents an alkyl, hydroxyalkyl, phenyl or aralkyl group, which may contain substituents, R1 and R2 each represent a hydrogen atom or an alkyl group, Z represents an oxygen or sulphur atom, X represents an anion, for example, a halide, perchlorate or etho-sulphate anion, and the benzene nucleus A and/or B may be unsubstituted or may contain one or more substituents, for example, a methyl, phenyl or substituted phenyl or methoxy group or chlorine atom are prepared by reacting a heterocyclic base of the general general formula <FORM:0830650/IV (b)/2> in which A and Z have the meanings given above, with a quaternating agent, for example, ethyl iodide or diethyl sulphate, and heating the resulting quaternary salt, if desired, without isolating it from the reaction mixture, with a compound capable of introducing the grouping <FORM:0830650/IV (b)/3> in which R1, R2 and B have the meanings given above such as Trianilinomethanes <FORM:0830650/IV (b)/4> N : N1-diphenylformamidines <FORM:0830650/IV (b)/5> Alkyl N-phenylthiolacylimidates <FORM:0830650/IV (b)/6> (in which R and R1 represent identical or different alkyl groups.)  Alkyl N-phenylformimidates <FORM:0830650/IV (b)/7> (in which R represents an alkyl group.) Specified compounds are 2,21-anilinovinyl-3-ethyl benzoxazolium ethyl sulphate, 2,21-anilinovinyl - 3 - ethyl - 5 : 6 - dimethyl benzoxazolium ethyl sulphate, 2,21-anilinovinyl-3-ethyl - 5 - phenyl benzoxazolium ethyl sulphate, 2,21 - parachloranilinovinyl - 3 - methyl-5 - phenylbenzoxazolium ethyl sulphate, 2,21-anilinopropenyl - 3 - ethyl - 5 - phenylbenzoxazolium ethyl sulphate, 2-(2-anilino-but-1-enyl) - 3 - ethyl - 5 - phenylbenzoxazolium ethyl sulphate, 2,21 - anilinopropenyl - 3 - ethyl - 6 - methyl - benzthiazolium iodide, 2 - (2 - anilino-but - 1 - enyl) - 3 - ethyl - 6 - methylbenzthiazolium iodide.ALSO:A fungicidal product includes as a fungicidal constituent an anilinovinyl-compound of the general formula <FORM:0830650/VI/1> in which R represents an alkyl, hydroxyalkyl, phenyl or aralkyl group that may contain substituents, R1 and R2 each represent a hydrogen atom or an alkyl group, Z represents an oxygen or sulphur atom, X represents an anion, e.g. halide, perchlorate or ethosulphate, and the benzene nuclei A and B may be unsubstituted or may contain one or more substituents, e.g. methyl, phenyl or substituted phenyl or methoxy group or chlorine, in conjunction with one or more "auxiliary ingredients" that is a liquid non-solvent diluent, a solid diluent or a suspending, emulsifying, dispersing or wetting agent or a combination of a solvent with such a liquid diluent and/or agent, or "auxiliary means" of the kind used in such products, that is the means used for disseminating fungicides in devices which have the dual function of serving as containers for the fungicide, and as means for disseminating it.  The fungicidal product may be fungicidal preparations in the form of suspensions, emulsions or powders suitable for dilution with water to form spraying liquors, or dusting powders or thermal fumigating devices, comprising a container in which the fungicidal constituent is incorporated together with a self-combustible composition that on combustion expels the fungicidal constituent in the form of a smoke such as those described in Specifications 663,950 and 749,811 or may be in the form of the known devices which disseminate a fine spray to form an aerosol of the fungicide.  The specified compounds are 2-21-anilinovinyl - 3 - ethylbenzoxazoline ethyl sulphate, 2 - 21 - anilinovinyl - 3 - ethyl - 5 : 6 - dimethylbenzoxazolium ethyl sulphate, 2 - 21-Anilinovinyl - 3 - ethyl - 5 - phenylbenzoxazolium ethyl sulphate, 2 - 21 - para - chloranilinovinyl - 3 - ethyl - 5 - phenylbenzoxazolium ethyl sulphate, 2 - 21 - Anilinopropenyl - 3-ethyl - 5 - phenylbenzoxazolium ethyl sulphate, 2 - (2 - Anilinobut - 1 - enyl) - 3 - ethyl - 5-phenylbenzoxazolium ethyl sulphate, 2 - 21-Anilinopropenyl - 3 - ethyl - 6 - methyl - benzthiazolium iodide, 2 - (2 - Anilinobut - 1 - enyl)-3 - ethyl - 6 - methyl - benzthiazolium iodide.