Substituted phenyluracils

Abstract

The invention relates to new substituted phenyluracils of the general formula (I) in which n, Q, R 1 , R 2 , R 3 , R 4 , R 5 and X have the meanings given in the description, to processes and new intermediates for their preparation, and to their use as herbicides.

1 - 17 : (canceled).  
     
     
         18 : An aryl isocyanate of formula (V)  
       
         
           
           
               
               
           
         
       
       in which 
 n represents the numbers 0, 1, 2, 3, 4, or 5,  
 Q represents O, S, SO, SO 2 , NH or N(C 1 -C 4 -alkyl),  
 R 4  represents hydrogen, cyano, carbamoyl, thiocarbamoyl or halogen,  
 R 5  represents cyano, carbamoyl, thiocarbamoyl, or halogen or represents C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy, each of which is optionally substituted by fluorine and/or chlorine, and  
 X represents hydroxyl, mercapto, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen, or represents alkyl, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, dialkylamino, alkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, alkylcarbonyloxy, alkoxycarbonyloxy, alkylaminocarbonyloxy, or dialkylaminocarbonyloxy, each of which has 1 to 6 carbon atoms in each alkyl moiety and is optionally substituted in the alkyl moiety by hydroxyl, cyano, carboxyl, carbamoyl, fluorine, chlorine, C 1 -C 4 -alkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -alkylsulphinyl, C 1 -C 4 -alkylsulphonyl, C 1 -C 4 -alkyl-carbonyl, C 1 -C 4 -alkoxycarbonyl, C 2 -C 4 -alkenyloxycarbonyl, C 2 -C 4 -alkynyl-oxycarbonyl, C 1 -C 4 -alkylaminocarbonyl, di-(C 1 -C 4 -alkyl)aminocarbonyl, phenoxycarbonyl, benzyloxycarbonyl, or phenylaminocarbonyl, or represents phenylcarbonyloxy, or represents alkylcarbonylamino, alkoxycarbonylamino, or alkylsulphonylamino, each of which has 1 to 6 carbon atoms in the alkyl moiety and is optionally substituted in the alkyl moiety by fluorine, chlorine or bromine, or represents alkenyl, alkenyloxy, alkenyloxycarbonyl, alkynyl, alkynyloxy or alkynyloxycarbonyl, each of which has up to 6 carbon atoms and is optionally substituted by cyano, carboxyl, fluorine, chlorine, bromine or C 1 -C 4 -alkoxy-carbonyl, where, in the event that n is greater than 1, each X is defined independently.  
 
     
     
         19 : An arylurethane (aryl carbamate) of formula (VI)  
       
         
           
           
               
               
           
         
       
       in which 
 n represents the numbers 0, 1, 2, 3, 4, or 5,  
 Q represents O, S, SO, SO 2 , NH or N(C 1 -C 4 -alkyl),  
 R 4  represents hydrogen, cyano, carbamoyl, thiocarbamoyl or halogen,  
 R 5  represents cyano, carbamoyl, thiocarbamoyl, or halogen or represents C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy, each of which is optionally substituted by fluorine and/or chlorine,  
 X represents hydroxyl, mercapto, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen, or represents alkyl, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, dialkylamino, alkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, alkylcarbonyloxy, alkoxycarbonyloxy, alkylaminocarbonyloxy, or dialkylaminocarbonyloxy, each of which has 1 to 6 carbon atoms in each alkyl moiety and is optionally substituted in the alkyl moiety by hydroxyl, cyano, carboxyl, carbamoyl, fluorine, chlorine, C 1 -C 4 -alkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -alkylsulphinyl, C 1 -C 4 -alkylsulphonyl, C 1 -C 4 -alkyl-carbonyl, C 1 -C 4 -alkoxycarbonyl, C 2 -C 4 -alkenyloxycarbonyl, C 2 -C 4 -alkynyl-oxycarbonyl, C 1 -C 4 -alkylaminocarbonyl, di-(C 1 -C 4 -alkyl)amino-carbonyl, phenoxycarbonyl, benzyloxycarbonyl, or phenylaminocarbonyl, or represents phenylcarbonyloxy, or represents alkylcarbonylamino, alkoxycarbonylamino, or alkylsulphonylamino, each of which has 1 to 6 carbon atoms in the alkyl moiety and is optionally substituted in the alkyl moiety by fluorine, chlorine or bromine, or represents alkenyl, alkenyloxy, alkenyloxycarbonyl, alkynyl, alkynyloxy or alkynyloxycarbonyl, each of which has up to 6 carbon atoms and is optionally substituted by cyano, carboxyl, fluorine, chlorine, bromine or C 1 -C 4 -alkoxy-carbonyl, where, in the event that n is greater than 1, each X is defined independently, and  
 R represents C 1 -C 4 -alkyl, phenyl, or benzyl.  
 
     
     
         20 : An aniline derivative of formula (IXa)  
       
         
           
           
               
               
           
         
       
       in which 
 n represents the numbers 0, 1, 2, 3, 4, or 5,  
 R 4  represents hydrogen, cyano, carbamoyl, thiocarbamoyl or halogen,  
 X represents hydroxyl, mercapto, amino, nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, halogen, or represents alkyl, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, dialkylamino, alkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, alkylcarbonyloxy, alkoxycarbonyloxy, alkylaminocarbonyloxy, or dialkylaminocarbonyloxy, each of which has 1 to 6 carbon atoms in each alkyl moiety and is optionally substituted in the alkyl moiety by hydroxyl, cyano, carboxyl, carbamoyl, fluorine, chlorine, C 1 -C 4 -alkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -alkylsulphinyl, C 1 -C 4 -alkylsulphonyl, C 1 -C 4 -alkyl-carbonyl, C 1 -C 4 -alkoxycarbonyl, C 2 -C 4 -alkenyloxycarbonyl, C 2 -C 4 -alkynyl-oxycarbonyl, C 1 -C 4 -alkylaminocarbonyl, di-(C 1 -C 4 -alkyl)aminocarbonyl, phenoxycarbonyl, benzyloxycarbonyl, or phenylaminocarbonyl, or represents phenylcarbonyloxy, or represents alkylcarbonylamino, alkoxycarbonylamino, or alkylsulphonylamino, each of which has 1 to 6 carbon atoms in the alkyl moiety and is optionally substituted in the alkyl moiety by fluorine, chlorine or bromine, or represents alkenyl, alkenyloxy, alkenyloxycarbonyl, alkynyl, alkynyloxy or alkynyloxycarbonyl, each of which has up to 6 carbon atoms and is optionally substituted by cyano, carboxyl, fluorine, chlorine, bromine or C 1 -C 4 -alkoxy-carbonyl, where, in the event that n is greater than 1, each X is defined independently, and  
 Y represents cyano, thiocarbamoyl, or trifluoromethyl.