The synthesis of various pyrazole carboxylic acid derivatives of 5-amino-1,3,4-thiadiazole-2-sülfonamide

Thesis Supervisor: Yrd. Doç.Dr. Rahmi KASIMOĞULLARISUMMARYPyrazole carboxylic acid derivatives are attractive heterocyclic composites because oftheir antipretic, analgesic and anti-inflammatuar characteristics. 5-amino-1,3,4-thiadiazole-2-sülfonamide is an important compound that used for the treatment of glaucoma.In our study, first of all, pyrazole carboxylic acid derivatives have been transformed toacid chlorides with SOCl2. Then amide compounds have been synthesized from the reactionbetween chloride derivatives of pyrazole carboxylic acids and 5-amino-1,3,4-thiadiazole-2-sülfonamide.The structures of all obtained compounds have been characterized by means of IR,1H-NMR,13C-NMR spectroscopies and named as the followings;4-benzoyl-1-(3-nitrophenyl)-5-phenyl-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-1H-pyrazole-3-carboxamide, 4-benzoyl-1-(4-nitrophenyl)-5-phenyl-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-1H-pyrazole-3-carboxamide, 4-benzoyl-1,5-diphenyl-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-1H-pyrazole-3-carboxamide, ethyl 1,5-diphenyl-3-(5-sulfamoyl-1,3,4-thiadiazol-2-ylcarbamoyl)-1H-pyrazole-4-carboxylate, ethyl 1-(3-nitrophenyl)-5-phenyl-3-(5-sulfamoyl-1,3,4-thiadiazol-2-ylcarbamoyl)-1H-pyrazole-4-carboxylate, ethyl 1-(4-nitrophenyl)-5-phenyl-3-(5-sulfamoyl-1,3,4-thiadiazol-2-ylcarbamoyl)-1H-pyrazole-4-carboxylate, 1-(3-aminophenyl)-4-benzoyl-5-phenyl-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-1H-pyrazole-3-carboxamide, 1-(4-aminophenyl)-4-benzoyl-5-phenyl-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-1H-pyrazole-3-carboxamide, ethyl 1-(3-aminophenyl)-5-phenyl-3-(5-sulfamoyl-1,3,4-thiadiazol-2-ylcarbamoyl)-1H-pyrazole-4-carboxylate.Key words : Pyrazole carboxylic acids, 1,3,4-thiadiazole-2-sülfonamide, glaucoma.