Reactions of 4-benzoyl-1,5-diphenyl-1H-pyrazole-3- carboxylic acid chloride with various hydroxylamines and carbazates

The 1H-pyrazole-3-carboxylic acid 2 was converted via reactions of its acid chloride 3 with various hydroxylamine 4a-f and carbazate derivatives 8a-c into the corresponding novel N -substituted-4- benzoyl- 1,5-dipenyl-1H-pyrazole-3-carboxamides 5a-c, N,N-disubstituted-4-benzoyl-1,5-diphenyl-1H - pyrazole-3- carboxylates 6d,e, 4-benzoyl-N -{[(4-benzoyl-1,5-diphenyl-1H -pyrazol-3-yl)carbonyl]oxy}-N -methyl- 1,5diphenyl- 1H-pyrazole-3-carboxamide (7), and 4-benzoyl-N -(alkoxycarbonyl)-1,5-diphenyl-1H -pyrazole-3-carbohydrazides 9a,b and 10, respectively, in good yields (65%-90%). The reactions of 3 with 4 and 8 in xylene for 8-15 h with catalytic amounts of base led to the formation of the products 5-7, 9, and 10. The structures of all new synthesized compounds were established by the 13^C-NMR, 1^H-NMR, IR spectroscopic data, and elemental analyses.