Method for producing alkoxymalononitriles

Abstract

A process for preparing 2-cyno-2-alkoxyacetamides of the formula: where R 1 is C 1-16 -alkyl or halogen-substituted C 1-16 -alkyl, wherein appropriate alkoxymalonamides of the general formula: where R 1 is as defined above, are reacted with a dehydrating agent and the reaction is stopped before the reaction continues to 2-cyano-2-alkoxyacetamides (I).

1 . A process for preparing alkoxymalononitriles of the general formula  
       
         
           
           
               
               
           
         
       
       where R 1  is C 1-6 -alkyl or halogen-substituted C 1-6 -alkyl, characterized in that the appropriate alkoxymalonamides of the general formula  
       
         
           
           
               
               
           
         
       
       where R 1  is as defined above are reacted with a dehydrating agent.  
     
     
         2 . A process for preparing 2-cyano-2-alkoxyacetamides of the formula  
       
         
           
           
               
               
           
         
       
       where R 1  is as defined in  claim 1 , characterized in that the appropriate alkoxymalonamides of the general formula  
       
         
           
           
               
               
           
         
       
       where R 1  is as defined in  claim 1  are reacted with a dehydrating agent and the reaction is stopped before the reaction continues to 2-cyano-2-alkoxyacetamides (I).  
     
     
         3 . The process as claimed in  claim 2 , characterized in that the reaction is stopped by cooling the reaction mixture to 50-0° C.  
     
     
         4 . The process as claimed in any of  claims 1  to  3 , characterized in that the dehydrating agent used is trifluoroacetic anhydride, dibutyltin oxide, phosphorus oxychloride, phosphorus trichloride or phosphorus pentachloride.  
     
     
         5 . The process as claimed in  claim 4 , characterized in that the dehydrating agent is used in quantities of from 0.5 to 6 molar equivalent per amide group of the alkoxymalonamide (II).  
     
     
         6 . The process as claimed in any of  claims 1  to  5 , characterized in that the dehydration is carried out in a boiling solvent.  
     
     
         7 . The process according to any of  claims 1  to  6 , characterized in that the dehydration takes place in the presence of a Lewis acid.  
     
     
         8 . The process as claimed in  claim 7 , characterized in that the Lewis acid used is AlCl 3 .  
     
     
         9 . The process as claimed in any of  claims 1  to  8 , characterized in that R 1  is methyl or trifluoromethyl.  
     
     
         10 . A compound of general formula  
       
         
           
           
               
               
           
         
       
       where R 1  is as defined in  claim 1.