Patent GB-866506-A (GB)
Title: Improvements in fungicidal products
IPC: A01N33/18
Filed: 1956-05-07
Abstract: Compounds of the formula:  <FORM:0866506/IV (b)/1> in which R represents an alkyl group containing not more than 6 carbon atoms, and one X represents a nitro group and the other X a hydrogen atom are prepared by reacting (i) p-nitrobenzaldehyde, nitro-ethane and n-butylamine to produce 1-(para-nitrophenyl)-2-nitropropylene; (ii) benzaldehyde, nitroethane and methylamine to produce 1-phenyl-2-nitropropylene which is subjected to nitration to produce a mixture of 1-(ortho, meta- and paranitrophenyl)-2-nitropropylenes; (iii) refluxing the isomeric mixture obtained in (ii) with carbon tetrachloride to produce a mixture of isomeric 1-(nitrophenyl)-2-nitropropylenes containing 88% of the para-nitro isomer; (iv) milling the isomeric mixture obtained in (ii) with methylated spirits to produce a mixture of isomeric 1-nitrophenyl)-2-nitropropylenes containing 69.4% of the para-nitro isomer; (v) para-nitrobenzaldehyde, 1-nitropropane and n-caproic acid to produce 1-(para-nitrophenyl)-2-nitrobutylene; (vi) benzaldehyde, 1-nitropropane and ethylamine to produce 1-phenyl-2-nitrobutylene which is treated with fuming nitric acid to produce a mixture of 1-(ortho-, meta-, and para-nitrophenyl)-2-nitrobutylenes. Specifications 663,950, 749,811 and U.S.A.  Specification 2,335,384 are referred to.ALSO:A fungicidal composition comprises a compound of the general formula <FORM:0866506/VI/1> in which R represents an alkyl group containing not more than 6 carbon atoms, and one X represents a nitro group and the other X a hydrogen atom, together with a liquid non-solvent diluent (including a mixture of mutually miscible non-solvent diluents), a solid diluent and/or a suspending, emulsifying, dispersing or wetting-agent or a combination of a solvent with such a liquid diluent and/or agent or means used for disseminating fungicides in devices which have the dual function of serving as containers for the sale of the fungicide and as means for disseminating it, e.g. devices containing the active ingredient either in admixture with a liquid propellant, or with a liquid to be propelled by a source of gas pressure included in the device for producing an aerosol or a thermal fumigating device, comprising a container in which the fungicidal constituent is incorporated together with a self-combustible composition, e.g. that on combustion expels the fungicidal constituent in the form of a smoke.  Preferably the active ingredient is a para-nitro compound preferably a mixture containing also the meta and ortho isomers, the para isomer being in the greatest amount.  Specified active ingredients are 1-(para - nitrophenyl) - 2 - nitropropylene, 1 - (para - nitrophenyl) - 2 - nitrobutylene, mixture of 1-(ortho-, meta- and para-nitrophenyl)-2-nitropropylenes, mixture of 1-(ortho-, meta- and para - nitrophenyl) - 2 - nitrobutylenes, mixture of isomeric 1 - (nitrophenyl) - 2 - nitropropylenes containing 88% para nitro isomer, mixture of isomeric 1-(nitrophenyl)-2-nitropropylenes containing 69.4% of the para-nitro isomer, 1 - (para - nitrophenyl) - 2 - nitropentyl - 1 - ene, 1 - (para - nitrophenyl) - 2 - nitro - 4 - methyl - pentyl - 1 - ene and 1 - (para - nitrophenyl) - 2 - nitroheptyl-1-ene. Specified diluents are china clay, calcium salt of sulphite cellulose waste liquor and self-combustible compositions potassium chlorate, lactose and china clay.  Specifications 663,950, 749,811 and U.S.A.  Specification 2,335,384 are referred to.