Abstract
Abstract The title compound (I) was prepared from the reaction of 2-chloro-3-cyano-4,6-dimethylpyridine and 4-bromonitrobenzene in aqueous sodium sulfide solution. Condensation of I with aromatic aldehydes, 2-methyl benzoxazin-4-one, azalactone and succinic anhydride afforded the expected products (IV, VI, VIII and XV). Coupling of diazotized I with active methylene compounds gave the corresponding hydrazones Xa,b. Cyclization of hydrazone Xa with AICl3 gave the cinnoline derivative XII, which condensed with phenylhydrazine to give the pyrazolocinnoline derivative XIII. Oxidation of some of the prepared sulfides with H2O2 in AcOH afforded the corresponding sulfones.
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