SYNTHESES AND ABSORPTION SPECTRA OF 1-CHLOROPHENYL-3-PHENYL-4-ALKYL-5-PYRAZOLONES AND PYRAZOLONES-4-C14

Monosubstituted benzoylacetic esters C6H5COCH(R)CO2C2H5 (R = H, CnH2n+1 (n = 1 to 9), and C6H5CH2) obtained by the condensation of n-alkyl halides with ethyl benzoylacetate were reacted with o-, m-, and p-chlorophenyl hydrazines to give 1-chlorophenyl-3-phenyl-4-alkyl-5-pyrazolones. Pyrazolones-4-C14 were prepared by the action of the same hydrazines on ethyl benzoylacetate-α-C14 obtained from benzoyl chloride and ethyl malonate-2-C14. Their activities were 801, 894, and 847 c./min. respectively. The ultraviolet and infrared absorption spectra of all the pyrazolones were determined and the most probable structures ascribed to the compounds.