Synthesis and Structure of the Semicarbazone Compounds Containing Pyrazolone-ring

Acta Chimica Sinica ›› 2004, Vol. 62 ›› Issue (7): 697-702. Previous Articles Next Articles

含吡唑啉酮氨基脲类化合物的合成及结构

刘广飞¹, 刘浪¹, 贾殿赠¹, 王淑华¹, 许贯诚¹, 郁开北²

1. 新疆大学应用化学研究所, 乌鲁木齐, 830046;
2. 中国科学院成都有机化学研究所, 成都, 610041

投稿日期:2003-08-19 修回日期:2003-10-24 发布日期:2014-02-18
通讯作者: 贾殿赠,E-mail:jdz@xju.edu.cn E-mail:jdz@xju.edu.cn
基金资助:
国家自然科学基金(Nos.20161003,20262005)资助项目.

Synthesis and Structure of the Semicarbazone Compounds Containing Pyrazolone-ring

LIU Guang-Fei¹, LIU Lang¹, JIA Dian-Zeng¹, WANG Shu-Hua¹, XU Guan-Cheng¹, YU Kai-Bei²

1. Institute of Applied Chemistry, Xinjiang University, Urumqi 830046;
2. Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041

Received:2003-08-19 Revised:2003-10-24 Published:2014-02-18

Abstract

Six kinds of 4-acylpyrazolone were synthesized from 1-phenyl-3-methyl-5-pyrazolone (PMP) and 1,3-diphenyl-5-pyrazolone (PPP), and then six new compounds of semicarbazone containing pyrazolone: 1-phenyl-3-methyl-4-acetyl-5-pyrazolone semicarbazone (PMAP-SC) (1a), 1-phenyl-3-methyl-4-chloracetyl-5-pyrazolone semicarbazone (PMCP-SC) (1b), 1-phenyl-3-methyl-4-propionyl-5-pyrazolone semicarbazone (PMPP-SC) (1c), 1,3-diphenyl-4-acetyl-5-pyrazolone semicarbazone (DPAP-SC) (2a), 1,3-diphenyl-4-chloracetyl-5-pyrazolone semicarbazone (DPCP-SC) (2b), and 1,3-diphenyl-4-propionyl-5-pyrazolone semicarbazone (DPPP-SC) (2c), were synthesized by direct condensation of the pyrazolone with semicarbazide (SC). The products were characterized by elemental analysis, IR, ¹H NMR and ¹³C NMR spectra. The crystal structure of compound 1c was determined by X-ray diffraction analysis. 1c belongs to the monoclinic system with space group C2/c and cell dimensions: a=2.3590 nm, b=0.9456 nm, c=1.3319 nm, β=101.65(2)°, V=2.9098(8) nm³, Z=8, D_c=1.312 g/cm³, F(000)=1216, R₁=0.0348, wR₂=0.0913.

Key words: 4-acylpyrazolone, semicarbazide, crystal structure

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LIU Guang-Fei, LIU Lang, JIA Dian-Zeng, WANG Shu-Hua, XU Guan-Cheng, YU Kai-Bei. Synthesis and Structure of the Semicarbazone Compounds Containing Pyrazolone-ring[J]. Acta Chimica Sinica, 2004, 62(7): 697-702.

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含吡唑啉酮氨基脲类化合物的合成及结构

Synthesis and Structure of the Semicarbazone Compounds Containing Pyrazolone-ring

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