N-unsubstituted amidinium salts

Abstract

The invention relates to N-unsubstituted imidic ester alkyl sulphates, N-unsubstituted amidinium alkyl sulphates and a process for their preparation, which is characterized in that carboxamides are converted with sulphuric diesters into the corresponding imidic ester alkyl sulphates, which are reacted further with ammonia to give the analogous amidinium alkyl sulphates.

1 - 5 . (Cancelled).  
     
     
         6 . Imidic ester alkyl sulphates of the general formula (IV)  
       
         
           
           
               
               
           
         
         in which  
         n is 1 or 2 and, depending on n,  
         for n=1  
         R 1  is C 1 -C 12 -alkyl, C 2 -C 8 -alkenyl, C 1 -C 12 -haloalkyl or C 7 -C 12 -arylalkyl or substituents of the general formula (II)  
           A-B-D (II)  
         in which, independently of one another,  
         A is a C 1 -C 4 -alkylene radical and  
         B is a carbonyl group and  
         D is R 2  or OR 2 , 
 where R 2  is C 1 -C 6 -alkyl,  
 
         or B and D together are a cyano group,  
         and for n=2  
         R 1  is C 1 -C 6 -alkylene or C 2 -C 6 -alkenylene,  
         and the R 3  radicals are each, independently of one another, a C 1 -C 6 -alkyl radical.  
       
     
     
         7 . Imidic ester alkyl sulphates according to  claim 6  wherein the imidic ester alkyl sulphate of the general formula (IV) is methyl acetimidate methyl sulphate.  
     
     
         8 . Amidinium alkyl sulphates of the general formula (V)  
       
         
           
           
               
               
           
         
         in which  
         n is 1 or 2 and, depending on n, for n=1,  
         R 1  is C 1 -C 12 -alkyl, C 2 -C 8 -alkenyl, C 1 -C 12 -haloalkyl or C 7 -C 12 -arylalkyl or substituents of the general formula (II)  
           A-B-D  (II)  
         in which, independently of one another,  
         A is a C 1 -C 4 -alkylene radical and  
         B is a carbonyl group and  
         D is R or OR 2 , 
 where R 2  is C 1 -C 6 -alkyl,  
 
         or B and D together are a cyano group,  
         and for n=2  
         R 1  is C 1 -C 6 -alkylene or C 2 -C 6 -alkenylene,  
         and the R 3  radicals are each, independently of one another, a C 1 -C 6 -alkyl radical.  
       
     
     
         9 . Amidinium alkyl sulphates according to  claim 8  wherein the amidinium alkyl sulphate of the general formula (V) is acetamidinium methyl sulphate.  
     
     
         10 . A process for preparing amidines, comprising reacting amidinium alkyl sulphates according to  claim 8  with a base.  
     
     
         11 . A process for preparing nitrogen-containing heterocycles, comprising reacting imidic ester alkyl sulphates according to  claim 6   
     
     
         12 . Process for preparing amidine/carbon dioxide adducts, comprising reacting imidic ester alkyl sulphates according to  claim 6 .  
     
     
         13 . A process for preparing medicaments comprising incorporating imidic ester alkyl sulphates according to  claim 6 .  
     
     
         14 . A process for preparing a medicament comprising incorporating amidinium alkyl sulphates according to  claim 8 .  
     
     
         15 . A process for preparing vitamin B1 comprising incorporating imidic ester alkyl sulphates according to  claim 6 .  
     
     
         16 . A process for preparing vitamin B1 comprising incorporating amidinium alkyl sulphates according to  claim 8 .  
     
     
         17 . A process for preparing medicaments comprising incorporating amidines according to  claim 10  or their carbon dioxide adducts.  
     
     
         18 . A process for preparing medicaments, comprising incorporating imidic ester alkyl sulphates according to  claim 6 .  
     
     
         19 . A process for preparing medicaments, comprising incorporating amidinium alkyl sulphates according to  claim 8 .  
     
     
         20 . A process for preparing amidines, comprising reacting acetamidinium methyl sulphate with a base.  
     
     
         21 . A process for preparing nitrogen-containing heterocycles, comprising reacting amidinium alkyl sulphates according to  claim 8 .  
     
     
         22 . A process for preparing nitrogen-containing heterocycles, comprising amidines according to  claim 10  or their carbon dioxide adducts.  
     
     
         23 . Process for preparing amidine/carbon dioxide adducts, comprising reacting amidinium alkyl sulphates according to  claim 8 .  
     
     
         24 . A process for preparing medicaments, comprising incorporating amidines according to  claim 10.