3-氧-2-苯基- 4,4 -二取代-5-吡唑啉酮和3-羟基-2-苯基-4-单取代-5-吡唑啉酮的合成、电位滴定和紫外吸收光谱

P. Gagnon, J. Boivin, P. Boivin
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引用次数: 2

摘要

在乙磺酸钠的存在下,二丙二酸乙酯和单取代丙二酸乙酯与苯肼反应,制备了一系列3-氧-2-苯基-4,4-二取代-5-吡唑啉酮和3-羟基-2-苯基-4-单取代-5-吡唑啉酮。通过水解4,4-二苄基-3-亚胺-2-苯基-5-吡唑啉酮,并与由二苄基丙二酸酯和苯肼合成的4,4-二苄基-3-氧-2-苯基-5-吡唑啉酮鉴定反应产物,得到了二取代吡唑啉酮中3位有氧基的证据。研究了吡唑酮类化合物的紫外吸收光谱,并用电位滴定法测定了它们的电离常数。
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SYNTHESIS, POTENTIOMETRIC TITRATIONS, AND ULTRAVIOLET ABSORPTION SPECTRA OF 3-OXO-2-PHENYL-4, 4-DISUBSTITUTED-5-PYRAZOLONES AND 3-HYDROXY-2-PHENYL-4-MONOSUBSTITUTED-5-PYRAZOLONES
A number of 3-oxo-2-phenyl-4,4-disubstituted-5-pyrazolones and 3-hydroxy-2-phenyl-4-monosubstituted-5-pyrazolones have been prepared by reacting ethyl di- and monosubstituted malonates with phenylhydrazine in the presence of sodium ethylate. The evidence of an oxo group in position 3 in the disubstituted pyrazolones has been obtained by hydrolyzing 4,4-dibenzyl-3-imino-2-phenyl-5-pyrazolone and identifying the product of the reaction with 4,4-dibenzyl-3-oxo-2-phenyl-5-pyrazolone prepared from dibenzylmalonic ester and phenylhydrazine. A study of the ultraviolet absorption spectra of the pyrazolones has been made and their ionization constants have been determined by potentiometric titrations.
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