Synthesis on N-vinyl formamide

Abstract

A process to produce N-vinylformamide includes the steps of: reacting hydroxyethyl formamide with a reactant including at least one cyclic anhydride group to form an ester, and dissociating (or cracking) the ester to synthesize N-vinylformamide and a compound including at least one diacid group. The ester can be dissociated using heat. The reactant including at least one cyclic anhydride group can, for example, be succinic anhydride, maleic anhydride, phthalic anhydride, a polymer including at least one cyclic anhydride group, or a solid support to which at least one cyclic anhydride group is covalently tethered. Preferably, the cyclic anhydride is regenerated from the diacid formed in the synthesis of the ester by heating the diacid to dehydrate the diacid. The temperature required to dehydrate diacid groups is preferably higher than the temperature use to dissociate the ester.

1 - 29 . (canceled)  
   
   
       30 . A reagent comprising at least on cyclic anhydride group covalently tethered to a solid support.  
   
   
       31 . The reagent of  claim 30  where the solid support is silica.  
   
   
       32 . The reagent of  claim 30  where the at least one cyclic anhydride group is a succinic anhydride group, a maleic anhydride group or a phthalic anhydride group.  
   
   
       33 . The reagent of  claim 30  wherein a plurality of cyclic anyhdride groups are covalently tethered to the solid support.  
   
   
       34 . A method for producing N-vinylformamide including the steps of: reacting hydroxyethyl formamide with a reactant including at least one cyclic anhydride group covalently tethered to a solid support to form an ester, and dissociating the ester to synthesize N-vinylformamide and a compound including at least one diacid group.  
   
   
       35 . The method of  claim 34  wherein the at least one cyclic anhydride group is a succinic anhydride group, a maleic anhydride group, or a phthalic anhydride group.  
   
   
       36 . A method of  claim 34  wherein the cyclic anhydride is regenerated from a diacid formed in the synthesis of the ester by dehydrating the diacid.  
   
   
       37 . The method of  claim 34  further comprising the use of NVF as a solvent.  
   
   
       38 . The method of  claim 34  further comprising the use of toluene or acetaldehyde as a solvent.  
   
   
       39 . The method of  claim 34  wherein the solid support is silica.  
   
   
       40 . The method of  claim 34  wherein a plurality of cyclic anyhdride groups are covalently tethered to the solid support.