3-Ureido phenylacetamide herbicides
AssigneeBayer Aktiengesellschaft
InventorsKlaus Sasse, Ludwig Eue
Life of this patent
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Abstract
New 3-amino-phenylacetic acid compounds of the formula: ##STR1## wherein X is hydrocarbyloxy or hydrocarbylthio optionally substituted by halogen, alkoxy, aryloxy, alkylmercapto or arylmercapto, or X is mono- or disubstituted amino, or represent a 5- to 8-membered heterocyclic ring; Y is oxygen or sulfur; Z is optionally substituted hydrocarbyl or hydrocarbyloxy or -thio, or Z can represent mono- or disubstituted amino, or a closed heterocyclic ring; Possess outstanding herbicidal activity, both pre-emergence and post-emergence.
Claims22
3-Amino-phenylacetic acid compound of the formula:
- ##STR156## in which X represents the group ##STR157## in which R.sup.1 is hydrogen, alkyl of from 1 to 4 carbon atoms or alkenyl of from 2 to 4 carbon atoms, and
- R.sup.2 is alkyl of from 1 to 15 carbon atoms, alkenyl of from 3 to 12 carbon atoms or alkynyl of from 3 to 12 carbon atoms, each of these alkyl, alkenyl and alkynyl radicals being optionally substituted by halogen, cyano, carboxylic acid ester groups, carboxylic acid amide groups, alkoxy, aryloxy, alkylmercapto, arylmercapto, alkylsulphonyl, or arylsulphonyl, or by aryl optionally substituted by halogen, alkyl, haloalkyl, alkoxy, alkylmercapto or nitro, or by optionally substituted cycloalkyl of from 3 to 6 l carbon atoms where the substituent is C.sub.1-3 alkyl group, or R.sup.2 is cycloalkyl of from 3 to 8 carbon atoms in the ring, optionally substituted by alkyl, halogen or alkoxy, or R.sup.2 is aryl of from 6 to 10 carbon atoms optionally monosubstituted or polysubstituted by halogen, nitro, cyano, carboxylic acid ester or carboxylic acid amide, alkyl of from 1 to 6 carbon atoms, cycloalkyl of from 5 or 6 carbon atoms, alkoxy, haloalkoxy, aryloxy, alkylmercapto, arylmercapto, alkylsulphonyl, arylsulphonyl, haloalkyl or thiocyano,
- Y is oxygen or sulphur, and
- Z represents the group ##STR158## in which R.sup.4 is hydrogen, alkyl of from 1 to 4 carbon atoms or alkenyl of from 2 to 4 carbon atoms, and
- R.sup.5 is alkyl of from 1 to 4 carbon atoms which is optionally substituted by halogen or alkoxy, alkenyl of from 2 to 4 carbon atoms, alkynyl of from 3 to 6 carbon atoms or optionally alkyl-substituted cycloalkyl of 5 to 6 carbon atoms.
Method of combating undesired vegetation which comprises applying to said vegetation or its habitat a herbicidally effective amount of a 3-aminophenylacetic acid compound of the formula ##STR159## in which X represents the group ##STR160## in which R.sup.1 is hydrogen, alkyl of from 1to 4 carbon atoms or alkenyl of from 2 to 4 carbon atoms, and
- R.sup.2 is alkyl of from 1 to 15 carbon atoms, alkenyl of from 3 to 12 carbon atoms or alkynyl of from 3 to 12 carbon atoms, each of these alkyl, alkenyl and alkynyl radicals being optionally substituted by halogen, cyano, carboxylic acid ester groups, carboxylic acid amide groups, alkoxy, aryloxy, alkylmercapto, arylmercapto, alkylsulphonyl, or arylsulphonyl, or by aryl optionally substituted by halogen, alkyl, haloalkyl, alkoxy, alkylmercapto or nitro, or by optionally substituted cycloalkyl of from 3 to 6 carbon atoms where the substituent is C.sub.1-3 alkyl group or R.sup.2 is cycloalkyl of from 3 to 8 carbon atoms in the ring, optionally substituted by alkyl, halogen or alkoxy, or R.sup.2 is aryl of from 6 to 10 carbon atoms optionally monosubstituted or polysubstituted by halogen, nitro, cyano, carboxylic acid ester or carboxylic acid amide, alkyl of from 1 to 6 carbon atoms, cycloalkyl of from 5 or 6 carbon atoms, alkoxy, haloalkoxy, aryloxy, alkylmercapto, arylmercapto, alkylsulphonyl, arylsulphonyl, haloalkyl or thiocyano,
- Y is oxygen or sulphur, and
- Z represents the group ##STR161## in which R.sup.4 is hydrogen, alkyl of from 1 to 4 carbon atoms or alkenyl of from 2 to 4 carbon atoms, and
- R.sup.5 is alkyl of from 1 to 4 carbon atoms which is optionally substituted by halogen or alkoxy, alkenyl of from 2 to 4 carbon atoms, alkynyl of from 3 to 6 carbon atoms or optionally alkyl-substituted cycloalkyl of 5 or 6 carbon atoms.
Dependencies are inferred from the claim text.