Studies with 2-arylhydrazonopropanals: a afacile route to aroyl

Abstract EN

Arylhydrazonopropanals 1a, b were prepared and react with bromine in acetic acid to yield the hydrazonyl halides 2, 3 and couples with aromatic diazonium salts to yield the aryl Formosans 4a, b.

The reaction of 1a, b with chloroacetone in acetone and in presence of sodium carbonate afforded the aroylpyrazoles 6a, b while the reaction of 1a with chloroacetonitrile afforded 7.

Compound 1 reacted with acetyl acetone and malononitrile in a domestic microwave oven to yield the arylazophenols 10a, b and the pyridine imine 12a, b.

Treatment of 1b with concentrated sulphuric acid afforded 17.

The reaction of 1b with glycine or hip uric acid in Ac2O has afforded 18a, p.