Patent GB-1028818-A (GB)
Title: Herbicidal compositions comprising urea derivatives and methods for their use
IPC: C07C273/18
Filed: 1963-04-11
Abstract: Cycloalkyl phenyl ureas of the general formula <FORM:1028818/C2/1> wherein R is a saturated cycloalkyl group containing from 5 to 8 carbon atoms or a saturated bicycloalkyl group of 7 to 8 carbon atoms; X and Y are the same or different and are each a halogen atom or a methyl or ethyl group; t is 0 or 1; m is 0 or 1; n is 0 or 1; a is 0 or 1; Q is a hydrogen atom or a methyl group with the limitation that, when R is a cyclopentyl, cycloheptyl, cyclo-octyl or bicycloalkyl, Q if methyl is in the meta position, and X and Y are the same or different and are each a halogen atom or a methyl group are prepared by reacting a phenyl- or a substituted phenyl isocyanate with the appropriate amine in an inert solvent.ALSO:Herbicidal compositions comprise a carrier and a compound (or an acid addition salt thereof) of the general formula <FORM:1028818/A5-A6/1> wherein R is a saturated monocycloalkyl group containing from 5 to 8 carbon atoms or a saturated bicycloalkyl group containing 7 or 8 carbon atoms; B is an oxygen or sulphur atom; X and Y are the same or different and are each a halogen atom or a methyl or ethyl group; t is 0 or 1; m is 0 or 1; n is 0 or 1; a is 0 or 1; Q is a hydrogen atom or a methyl group with the limitation that when R is cyclopentyl, cycloheptyl, cyclooctyl or bicycloalkyl, Q if methyl must be in the meta position and X and Y are halogen or methyl. They may be in forms such as granules, pellets and emulsions and may contain surface active agents, stickers including synthetic resins and latices and solid diluents and may be coated on to seeds e.g. of perennial grasses.  Other active ingredients such as plant nutrients, fertilizers, insecticides, fungicides, herbicides and nematocids may also be included in the compositions, specific examples of which include "dieldrin", "chlordane", "methoxychlor", DDT, 1-naphthyl-N-methylcarbamate (insecticides); metal salts of ethylene bisdithiocarbamic acid; N-trichloromethylmercapto-4-cyclohexene-1, 2-dicarboximide; N-trichloromethylthiophthalimide; 2, 3-dichloro-1, p 4-naphthaquinone; 2, 3, 5, 6-tetrachloro-6-(p-chloroanilino)-s-triazine; copper A; metal salts of alkyl and dialkyl dithiocarbamic acids; zinc pyridinethione; s-(1-oxido-2-pyridyl)-isothiuronium chloride; tetramethylthiuram disulphide; hydroxymercurichlorophenol (fungicides); 2, 4-dichlorophenoxyacetic acid; 2, 4, 5-trichlorophenoxyacetic acid; 2, 4, 5-trichlorophenoxy propionic acid; 3-amino-2, 5-dichlorobenzoic acid; 2, 4-bis(isopropylamino)-6-methylmercapto-s-triazine; 1-n-butyl-3-(3, 4-dichlorophenyl)-1-methyl urea; 2-chloro-4, 6-bis(ethylamino)-s-triazine; 2-chloro-4-ethylamino-6-isopropylamino-s-triazine; 3-(p-chlorophenyl)-1, 1-dimethylurea; 4-(2, 4-dichlorophenoxy)-butyric acid; 2-methyl-4-chlorophenoxy butyric acid; 3-(3, 4-dichlorophenyl)-1, 1-dimethyl urea; N-(3, 4-dichlorophenyl)methacrylamide; 3-(3, 4-dichlorophenyl)-1-methoxy-1-methyl urea; 1, 2-dihydropyridazine-3, 6-dione; 2-ethylamino-4-isopropylamino-6-methylmercapto-s-triazine; sodium 2, 4-dichlorophenoxyethyl sulphate (herbicides) and cacodylic acid; potassium cyanate; divitro-see-butyl phenol and 1, 11-ethylene-2,21-bipyridylium dibromide (contact herbicides).  The invention also comprises methods of treating land and plants by applying thereto compositions comprising the active compounds of the invention, particularly to eradicate annual grasses from perennial grasses.