1-(2,4-二氯苯基)-4-甲基-5-(4-氯苯基)吡唑-3-羧酸的新合成方法

doi:10.6023/cjoc201210032

有机化学 ›› 2013, Vol. 33 ›› Issue (03): 607-610.DOI: 10.6023/cjoc201210032 上一篇下一篇

研究论文

1-(2,4-二氯苯基)-4-甲基-5-(4-氯苯基)吡唑-3-羧酸的新合成方法

杨照^a, 王志祥^a, 方正^b, 郭凯^b

a 中国药科大学药学院南京 210009;
b 南京工业大学药学院南京 210009

收稿日期:2012-10-17 修回日期:2012-11-23 发布日期:2012-11-26
通讯作者: 王志祥 E-mail:zhixwang@163.com
基金资助:
国家重点基础研究发展计划(973计划, Nos. 2012CB725204, 2012CB721104)资助项目.

A Novel Synthetic Method for 1-(2,4-Dichlorophenyl)-4-methyl- 5-(4-chlorophenyl)-1H-pyrazole-3-carboxylic Acid

Yang Zhao^a, Wang Zhixiang^a, Fang Zheng^b, Guo Kai^b

a College of Pharmacy, China Pharmaceutical of University, Nanjing 210009;
b School of Pharmaceutical Science, Nanjing University of Technology, Nanjing 210009

Received:2012-10-17 Revised:2012-11-23 Published:2012-11-26
Supported by:
Project supported by the National Key Basic Research Program of China (973 Program) (Nos. 2012CB725204, 2012CB721104).

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摘要/Abstract

研究了合成1-(2,4-二氯苯基)-4-甲基-5-(4-氯苯基)吡唑-3-羧酸的新方法. 以价廉、易得的对氯苯甲醛为原料, 经羟醛缩合、环合及氧化得目标化合物, 合成总收率为50.6%. 中间体及最终产物结构由¹H NMR, MS确证. 该方法步骤较少、操作简便、收率良好, 是一条适合中试放大的新合成工艺路线.

A novel method for the synthesis of 1-(2,4-dichlorophenyl)-4-methyl-5-(4-chlorophenyl)-1H-pyrazole-3-carbox- ylic acid was reported. The target compound was prepared starting from 4-chlorobenzaldehyde, which is inexpensive and easily available starting material, via adol condensation, cyclization and oxidation with the total yield of 50.6%. The structures of intermediates and final product were determined by ¹H NMR and MS. The novel method with the advantages of shorten process, easily conducted procedure and relatively high yield is suitable for scale-up production.

Key words: 1,5-diarylpyrazole, phenyl hydrazone, cyclization, oxidation, synthesis

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杨照, 王志祥, 方正, 郭凯. 1-(2,4-二氯苯基)-4-甲基-5-(4-氯苯基)吡唑-3-羧酸的新合成方法[J]. 有机化学, 2013, 33(03): 607-610.

Yang Zhao, Wang Zhixiang, Fang Zheng, Guo Kai. A Novel Synthetic Method for 1-(2,4-Dichlorophenyl)-4-methyl- 5-(4-chlorophenyl)-1H-pyrazole-3-carboxylic Acid[J]. Chin. J. Org. Chem., 2013, 33(03): 607-610.

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1-(2,4-二氯苯基)-4-甲基-5-(4-氯苯基)吡唑-3-羧酸的新合成方法

A Novel Synthetic Method for 1-(2,4-Dichlorophenyl)-4-methyl- 5-(4-chlorophenyl)-1H-pyrazole-3-carboxylic Acid

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