N-[4-(Dicyanomethylazo)phenyl]-2-saccharin-2-ylacetamide in the synthesis of pyridazine and pyrimidine derivatives

N-[4-(Dicyanomethylazo)phenyl]-2-saccharin-2-ylacetamide (2) proved to be a convenient precursor for the synthesis of a variety of pyridazine and pyrimidine derivatives 4a,b,6, and 7. Also a series of substituted pyrimidines 10-16 were prepared from the reaction of N-[4-(2-amino-1-cyano-2-substitutedvinylazo)phenyl]-2-(saccharin-2-yl)acetamide 9a,b with different reagents via initial addition to either the cyano or amino group, followed by cyclization. Some of the synthesized heterocycles were screened for their biological activity. (C) 2003 Wiley Periodicals, Inc.