Abstract
The reaction of methyl ketones
1a
-
g
with dimethylformamide dimethylacetal (DMFDMA) afforded the enaminones
2a-g
, which were coupled with diazotized aromatic amines
3a,b
to give the corresponding aryl hydrazones
6a-h
. Condensation of compounds
6a-h
with some aromatic heterocyclic amines afforded iminoarylhydrazones
9a-m
. Enaminoazo compounds
12a,b
could be obtained from condensation of
6c
with secondary amines. The reaction of
6e,h
with benzotriazolylacetone yielded
14a,b
. Also, the reaction of
6a,b,d-f,h
with glycine and hippuric acid in acetic anhydride afforded pyridazinone derivatives
17a-f
. Synthesis of pyridazine carboxylic acid derivatives
22a,b
from the reaction of
6b,e
with dimethyl acetylenedicarboxylate (DMAD) in the presence of triphenylphosphine at room temperature is also reported. Most of these reactions were conducted under irradiation in a microwave oven in the absence of solvent in an attempt to improve the product yields and to reduce the reaction times.