Sulfonyl oxazolones and their use for combating undesirable microorganisms

Abstract

Novel sulphonyloxazolones of the formula in which R 1 represents alkyl or represents optionally substituted heterocyclyl or represents a radical of the formula  in which R 3 represents halogen, alkyl or phenyl, R 4 represents hydrogen or alkyl and R 5 represents alkyl or optionally substituted phenyl, and R 2 represents alkyl, a process for preparing these substances and their use for controlling undesirable microorganisms. Novel intermediates of the formula and a process for their preparation.

1 . Sulphonyloxazolones of the formula  
       
         
           
           
               
               
           
         
         in which  
         R 1  represents alkyl or represents optionally substituted heterocyclyl or represents a radical of the formula  
         
           
             
             
                 
                 
             
           
         
          in which 
 R 3  represents halogen, alkyl or phenyl,  
 R 4  represents hydrogen or alkyl and  
 R 5  represents alkyl or optionally substituted phenyl, and  
 
         R 2  represents alkyl.  
       
     
     
         2 . Process for preparing sulphonyloxazolones of the formula (I) according to  claim 1 , characterized in that oxazolones of the formula  
       
         
           
           
               
               
           
         
         in which  
         R 2  is as defined above,  
         are reacted with sulphonyl halides of the formula  
         R 1 —SO 2 —Hal  (III)  
          in which 
 R 1  is as defined above and  
 Hal represents chlorine or bromine,  
 
         if appropriate in the presence of an acid binder and if appropriate in the presence of a diluent.  
       
     
     
         3 . Compositions for controlling undesirable microorganisms, characterized in that they comprise at least one sulphonyloxazolone of the formula (I) according to  claim 1  in addition to extenders a nd/or surfactants.  
     
     
         4 . Use of sulphonyloxazolones of the formula (I) according to  claim 1  for controlling undesirable microorganisms.  
     
     
         5 . Method for controlling undesirable microorganisms, characterized in that sulphonyloxazolones of the formula (I) are applied to the microorganisms and/or their habitat.  
     
     
         6 . Process for preparing compositions for controlling undesirable microorganisms, characterized in that sulphonyloxazolones of the formula (I) according to  claim 1  are mixed with extenders and/or surfactants.  
     
     
         7 . Oxazolones of the formula  
       
         
           
           
               
               
           
         
         in which  
         R 2  represents alkyl.  
       
     
     
         8 . Process for preparing oxazolones of the formula (II) according to  claim 7 , characterized in that, in a first step, hydroxyketones of the formula  
       
         
           
           
               
               
           
         
         in which  
         R 2  is as defined above,  
         are reacted with urea in the presence of glacial acetic acid and  
         in a second step, the resulting products are reacted with phosphorus oxychloride.  
       
     
     
         9 . Sulphonyloxazolone according to  claim 1 , characterized by the formula  
       
         
           
           
               
               
           
         
       
     
     
         10 . Sulphonyloxazolone according to  claim 1 , characterized by the formula