Mono Amine and Diamine Derivatives of CL-20

Abstract

The invention describes the synthesis of novel mono-amine and di-amine derivatives of hexa-nitro-hexaazaisohex-awurtzitane (CL-20). The synthesis is effected by the novel use of fluoroacylating compounds to protect the secondary amine groups of acylated precursors to CL-20 against nitrolysis. In so doing the mono-amine and di-amine derivatives of CL-20 are rendered and which in turn may be subsequently utilised as intermediates to generate further novel derivatives with differing physical and chemical properties to the parent compound. Formula (I), wherein:— X═H, and Y═H or NO 2 .

1 - 45 . (canceled) 
   
   
       46 . A compound of formula (I) 
     
       
         
         
             
             
         
       
       wherein 
       X is H, and Y is H or NO 2 . 
     
   
   
       47 . An explosive comprising the compound of  claim 46 . 
   
   
       48 . A synthetic precursor to explosive compounds or explosive compositions comprising the compound of  claim 46 . 
   
   
       49 . A precursor to derivatives to poly-nitro-hexaazaisowurtzitanes comprising the compound of  claim 46 . 
   
   
       50 . A compound of formula (III) 
     
       
         
         
             
             
         
       
       wherein 
       R 1  and R 2  are independently selected from: 
       C 1 -C 10  alkyl, C 1 -C 10  alkylaryl, —CH 2 —C 6 H 5 , 
       C 1 -C 10  polyethers, C 1 -C 10  fluorinated polyethers, C 1 -C 10  fluorinated alkyl, CH 2 —C 6 F 5 , 
       COR′ where R′═C 1 -C 10  alkyl, —COCl 3 , —COCCl 3 , 
       CONHR″, where R″═H, C 1 -C 10  alkyl, —COCl 3 , —COCCl 3 , 
       CONHCO 2 C 2 H 5 , 
       C(O)C m F 2m C p H 2p+1 , wherein m and p are integers and are independently chosen from the range 1 to 19 and wherein m+p is less than or equal to 20, and 
       COCF 3 .