An efficient and environmental benign method is reported for the condensation of 3-methyl-1-phenyl-5-pyrazolone with carbonyl compounds in ionic liquids [Bmim]BF4 and [Bmim]PF6 catalyzed by ethylenediammonium diacetate.
The solid state thermal reaction of benzil with 3-methyl-1-phenyl-5-pyrazolone gave the title compound 1 (C_24H_18N_2O_2) and its isomer 2. The crystal structure of the title compound has been determined by X-ray anal...The solid state thermal reaction of benzil with 3-methyl-1-phenyl-5-pyrazolone gave the title compound 1 (C_24H_18N_2O_2) and its isomer 2. The crystal structure of the title compound has been determined by X-ray analysis. The crystal belongs to monoclinic system, space group P2_1/n, with cell parameters a = 7. 479 ( 1 ), b =16. 992(1), c=15. 165(1) A , β= 100. 99(1)°, V= 1891. 9 A￣3, M_r=366. 42, Z=4, D_c= 1. 286 g/cm￣3, μ= 6. 236 cm￣-1, F(000) = 768. In the molecule of 1, benzoyl group and CO group of five-member ring are in cis-positions, the interaction of oxygen atoms leads to the noncoplanarity.展开更多
The solid state reactions of p-nitroacetophenone, acetyl-ferrocene with indole were catalyzed by anhydrous zinc chloride or aluminum chloride, and gave exclusively the 1:2 condensation products. The solid state conden...The solid state reactions of p-nitroacetophenone, acetyl-ferrocene with indole were catalyzed by anhydrous zinc chloride or aluminum chloride, and gave exclusively the 1:2 condensation products. The solid state condensation of aromatic ketones with 1-phenyl-3-methyl-5-pyrazolone was also investigated, and the 1:1 and 2:1 condensation products were obtained. The structures of eleven new products were determined by IR, MS, H-1 NMR and elemental analysis.展开更多
A new class of pyrazolone derivatives has been isolated in good to excellent yields from the 2 ： 1 condensation reaction between 3-methyl-1-phenyl-5-pyrazolone and arylaldehydes in the presence of ionic liquid [HMIM]...A new class of pyrazolone derivatives has been isolated in good to excellent yields from the 2 ： 1 condensation reaction between 3-methyl-1-phenyl-5-pyrazolone and arylaldehydes in the presence of ionic liquid [HMIM]HSO4. The compounds were characterised by their IR, NMR spectra, MS and elemental analyses. The important features of the methodology are a wide application range of substrates, higher yields and shorter reaction time.展开更多
文摘An efficient and environmental benign method is reported for the condensation of 3-methyl-1-phenyl-5-pyrazolone with carbonyl compounds in ionic liquids [Bmim]BF4 and [Bmim]PF6 catalyzed by ethylenediammonium diacetate.
文摘The solid state thermal reaction of benzil with 3-methyl-1-phenyl-5-pyrazolone gave the title compound 1 (C_24H_18N_2O_2) and its isomer 2. The crystal structure of the title compound has been determined by X-ray analysis. The crystal belongs to monoclinic system, space group P2_1/n, with cell parameters a = 7. 479 ( 1 ), b =16. 992(1), c=15. 165(1) A , β= 100. 99(1)°, V= 1891. 9 A￣3, M_r=366. 42, Z=4, D_c= 1. 286 g/cm￣3, μ= 6. 236 cm￣-1, F(000) = 768. In the molecule of 1, benzoyl group and CO group of five-member ring are in cis-positions, the interaction of oxygen atoms leads to the noncoplanarity.
基金Project supported by the National Natural Science Foundation of China and State Key Laboratory of Applied Organic Chemistry of Lanzhou University.
文摘The solid state reactions of p-nitroacetophenone, acetyl-ferrocene with indole were catalyzed by anhydrous zinc chloride or aluminum chloride, and gave exclusively the 1:2 condensation products. The solid state condensation of aromatic ketones with 1-phenyl-3-methyl-5-pyrazolone was also investigated, and the 1:1 and 2:1 condensation products were obtained. The structures of eleven new products were determined by IR, MS, H-1 NMR and elemental analysis.
基金Project supported by the National Natural Science Foundation of China （No. 51076174） and the Tianjin National Natural Science Foundation （No. 11JCZDJC21300）.
文摘A new class of pyrazolone derivatives has been isolated in good to excellent yields from the 2 ： 1 condensation reaction between 3-methyl-1-phenyl-5-pyrazolone and arylaldehydes in the presence of ionic liquid [HMIM]HSO4. The compounds were characterised by their IR, NMR spectra, MS and elemental analyses. The important features of the methodology are a wide application range of substrates, higher yields and shorter reaction time.
