2-Cyano-2-hydroxyiminoacetamides as plant disease control agents
AssigneeE. I. Du Pont de Nemours and Company
InventorSidney Hayes Davidson
Life of this patent
Estimating the term…
Abstract
Compounds of the formula ##EQU1## such as 2-cyano-2-hydroxyiminoacetamide and 2-cyano-N-ethylcarbamoyl-2-methoxyiminoacetamide are useful in preventing fungus diseases in plants.
Claims27
A method for inhibiting fungus diseases in plants consisting essentially of applying to the plants a compound of the formula ##EQU21## wherein R is hydrogen;
- alkyl of 1 to 13 carbon atoms;
- alkyl of 1 to 13 carbon atoms substituted with alkoxycarbonyl of 2 to 4 carbon atoms, acyl of 2 to 4 carbon atoms, cyano, hydroxyl, acyloxy of 2 to 4 carbon atoms, ##SPC6##
- or ##SPC7##
- alkenyl of 3 to 6 carbon atoms;
- cycloalkyl of 5 to 7 carbon atoms;
- acyl of 1 to 4 carbon atoms;
- ##SPC8##
- or a cation selected from the group consisting of lithium sodium, potassium, calcium, and NR.sub.2 R.sub.3 R.sub.4 R.sub.5 ;
- y is hydrogen, chlorine, fluorine, bromine, methyl or cyano;
- R.sub.2 is hydrogen, alkyl of 1 to 4 carbon atoms, 2-hydroxyethyl or alkoxyethyl of 3 to 4 carbon atoms;
- R.sub.3 is hydrogen, alkyl of 1 to 4 carbon atoms, 2-hydroxyethyl or alkoxyethyl of 3 to 4 carbon atoms atoms
- R.sub.4 is hydrogen, alkyl of 1 to 4 carbon atoms, 2-hydroxyethyl, or alkoxyethyl of 3 to 4 carbon atoms;
- R.sub.5 is hydrogen, alkyl of 1 to 12 carbon atoms, 2-hydroxyethyl, alkoxyethyl of 3 to 4 carbon atoms or benzyl;
- R.sub.1 is hydrogen, ##EQU22## R.sub.6 is hydrogen, alkyl of 1 to 4 carbon atoms or allyl;
- X is oxygen or sulfur with the proviso that
- 1. when R.sub.1 is ##EQU23## or when X is sulfur, R is methyl;
A composition useful for inhibiting fungus diseases in plants consisting of an inert diluent and an amount of a compound sufficient to inhibit the fungus disease, said compound having the formula:
- ##EQU26## wherein R is alkyl of 1 to 13 carbon atoms;
- alkyl of 1 to 13 carbon atoms substituted with alkoxycarbonyl of 2 to 4 carbon atoms, acyl of 2 to 4 carbon atoms, hydroxyl, cyano, acyloxy of 2 to 4 carbon atoms, ##SPC11## alkenyl, of 3 to 6 carbon atoms;
- cycloalkyl of 5 to 7 carbon atoms;
- acyl of 1 to 4 carbon atoms or ##SPC12##
- Y is hydrogen, chlorine, fluorine, bromine, methyl or cyano;
- and
- R.sub.6 is hydrogen, alkyl of 1 to 4 carbon atoms or allyl provided that the total number of carbon atoms in the substituent R is less than 14.
A fungicidal composition consisting essentially of an amount of 2-cyano-N-ethylcarbamoyl-2-methoxyiminoacetamide sufficient to inhibit fungus diseases in plants and a fungicidally
- effective amount of a fungicide selected from the group consistion of
- bis(dimethylthiocarbamoyl)disulfide
- tetramethylthiuran disulfide
- manganese ethylenebisdithiocarbamate
- zinc ethylenebisdithiocarbamate
- iron ethylenebisdithiocarbamate
- sodium ethylenebisdithiocarbamate
- manganese propylenebisdithiocarbamate
- zinc propylenebisdithiocarbamate
- iron propylenebisdithiocarbamate
- sodium propylenebisdithiocarbamate
- n-dodecylguanidine acetate
- N-(trichloromethylthio)phthalimide
- N-[(trichloromethyl)thio]-3-cyclohexene-1,2-dicarboximide
- cis-N-[(1,1,2,2-tetrachloroethyl)thio]-4-cyclohexene-1,2-dicarboximide
- 2. 4-dichloro-6-(o-chloroanilino)-.alpha.-triazine
- 3,3'-ethylenebis(tetrahydro-4,6-dimethyl-2H-1,3,5-thiadiazine-2-thione)
- triphenyl tin hydroxide
- triphenyl tin acetate
- N'-dichlorofluoromethylthio-N,N-dimethyl-N'-phenylsulfamide
- tetrachloroisophthalonitrile
- tribasic copper sulfate
- fixed copper
- sulfur
- methyl 1-(butylcarbamoyl)-2-benzimidazolecarbamate
- methyl 2-benzimidazolecarbamate, and
- 1,2-bis(3-methoxycarbonyl-2-thioureido)benzene.
Dependencies are inferred from the claim text.