Abstract
New heterocycles containing 5-(pyrazol-3-yl)-1H-indoles moiety were synthesized using simple procedures using 5-(1H-indol-3-yl)-1-phenyl-1H-pyrazole-3-carbohydrazide (1) as a precursor. Reaction of 1 and 2-(bis(methylthio) methylene) malononitrile (2) in boiling ethanol for 3 h gave 1-(5-(1H-Indol-3- yl)-1-phenyl-1H-pyrazole-3-carbonyl)-5-amino-3-(methylthio)-1H-pyrazole-4-carbonitrile (3) in 69% yield. Reactions of 1 and aryl aldehydes 4 in boiling ethanol containing acetic acid for 3 h afforded the corresponding arylidene carbohydrazides 5 in 83-85% yields, while the reaction of 1 and carbon disulfide followed by treatment with hydrazonoyl chloride 7 afforded the corresponding thiadiazoles 8 in 71-73% yields. The structures of all products have been confirmed by various techniques including X-ray crystallography.