The syntheses of some novel derivatives of 4-benzoyl-1-(3-aminophenyl)-5-phenyl-pyrazole-3-carboxylic acid and structural characterizations

In this study are investigated the substitution and coupling reactions of pyrazole carboxlic acid and its derivatives with various nucleophiles. The first 4,5,6,9,10,11 compounds synthesized the resulting substitution reactions with water, iodine and cyno nuceophiles the prepared diazonium salts of 1 and 2 compounds. 7,8,12,13 compunds are obtained resulting coupling rections with phenole and ß-naphtole of 1 and 2 compounds. The compound of 14 is synthesized the resulting coupling rection to the compound of 3 with ß-naphtole the used same methods. A novel compound of indole 15 is produced of consequently the csclization compound of 2 with chloroacetone. The all of the compounds have been characterized by 1H-NMR, 13C-NMR, FT-IR and mass spectral techniques. This compounds name are given at below;4-benzoyl-1-(3-hydroxyphenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid, 4-benzoyl-1-(3-iodophenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid, 4-benzoyl-1-(3-cyanophenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid, 4-benzoyl-1-(3-((4-hydroxyphenyl)diazenyl)phenyl) -5-phenyl-1H-pyrazole-3-carboxylic acid, 4-benzoyl-1-(3-((2-hydroxynaphthalen-1-yl)diazenyl) phenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid, 4-benzoyl-1-(3-hydroxyphenyl)-5-phenyl-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-1H-pyrazole-3-carboxamide, 4-benzoyl-1-(3-iodophenyl)-5-phenyl-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-1H-pyrazole-3-carboxamide, 4-benzoyl-1-(3-cyanophenyl)-5-phenyl-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-1H-pyrazole-3-carboxamide, 4-benzoyl-1-(3-((4-hydroxyphenyl)diazenyl)phenyl)-5-phenyl-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-1H-pyrazole-3-carboxamide, 4-benzoyl-1-(3-((2-hydroxynaphthalen-1-yl)diazenyl)phenyl)-5-phenyl-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-1H-pyrazole-3-carboxamide, 4-benzoyl-1-(3-((2-hydroxynaphthalen-1-yl)diazenyl)phenyl)-N,5-diphenyl-1H-pyrazole-3-carboxamide, 4-benzoyl-1-(2-methyl-1-(2-oxopropyl)-1H-indol-4-yl)-5-phenyl-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-1H-pyrazole-3-carboxamide.Key words : Diazonium salt, coupling, pyrazole carboxylic acids, substitution.