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. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 15:2–8, 2004; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10194