The reaction of 3-amino-4,6-dimethyl-2-thieno[2,3-b]pyridine carbohydrazide
(1) with appropriate chalcones 2a-2d in the presence of acid catalyst prod
uced the corresponding 3-amino-2-[(3,5 -disubstituted-pyrazolin-1-yl)carbon
yl]-4,6-dimethylthieno[2,3-b]pyridines 3a-3d. 3-Amino-2-[(3-substituted-pyr
azolin-1-yl)carbonyl]-4,6-dimethylthieno[2,3-b]pyridines 7a, 7b were also o
btained by the cyclization reaction of carbohydrazide 1 with Mannich base d
erivatives 6a, 6b under basic condition.