反相高效液相色谱法分离2-(氟苯基)-5-甲基苯并恶唑和2-(氯苯基)-5-甲基苯并恶唑的位置异构体

引用本文: 王敏. 反相高效液相色谱法分离2-(氟苯基)-5-甲基苯并恶唑和2-(氯苯基)-5-甲基苯并恶唑的位置异构体[J]. 色谱, 2013, 31(8): 758-762. doi: 10.3724/SP.J.1123.2013.01030 shu

Citation: WANG Min. Reversed-phase high performance liquid chromatography separation of 2-(fluorophenyl)-5-methylbenzoxazole and 2-(chlorophenyl)-5-methylbenzoxazole positional isomers[J]. Chinese Journal of Chromatography, 2013, 31(8): 758-762. doi: 10.3724/SP.J.1123.2013.01030 shu

反相高效液相色谱法分离2-(氟苯基)-5-甲基苯并恶唑和2-(氯苯基)-5-甲基苯并恶唑的位置异构体

王敏 ^,

通讯作者: 王敏

摘要: 基于商品化的普通色谱柱建立了2-(氟苯基)-5-甲基苯并恶唑和2-(氯苯基)-5-甲基苯并恶唑邻、间、对位置异构体的分离检测方法。色谱柱为Inertsil ODS-SP C₁₈(250 mm×4.6 mm, 5 μm),以乙腈(A)和水(B)为流动相,在60%A~80%A间线性梯度洗脱15 min,流速为1.5 mL/min,柱温40℃,检测波长为310 nm。在质量浓度为2~200 mg/L范围内,2-(氟苯基)-5-甲基苯并恶唑邻、间、对位的异构体、2-(氯苯基)-5-甲基苯并恶唑邻、间、对位的异构体具有良好的线性关系,6种化合物的检出限(S/N=3)依次为0.0307、0.0293、0.0315、0.0226、0.0237、0.0226 mg/L。该法既为5-甲基苯并恶唑与氟苯或氯苯碳氢活化偶联反应制备的异构体混合物提供了一个快速检测的方法,又为2-芳基苯并恶唑类异构体的分离检测提供了参考。

关键词:

English

Reversed-phase high performance liquid chromatography separation of 2-(fluorophenyl)-5-methylbenzoxazole and 2-(chlorophenyl)-5-methylbenzoxazole positional isomers

WANG Min ^,

1.
Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou 350002, China

Corresponding author: 王敏

Received Date: 14 January 2013

Abstract: The analytical method of 2-(fluorophenyl)-5-methylbenzoxazole ortho-, meta-, para-positional isomers and 2-(chlorophenyl)-5-methylbenzoxazole ortho-, meta-, para-positional isomers was developed with a commercial common liquid chromatography column. The separation was performed on an Inertsil ODS-SP C₁₈ column (250 mm×4.6 mm, 5 μm) at 40℃ with a linear gradient elution by mobile phases of acetonitrile (A) (from 60% to 80% within 15 min) and water (B) at a flow rate of 1.5 mL/min. The samples were detected by a diode array detector at 310 nm. Good linearities were obtained in the range of 2-200 mg/L for the six isomers. The limits of detection (LODs) (S/N=3) of 2-(fluorophenyl)-5-methylbenzoxazole ortho-, meta-, para-isomers and 2-(chlorophenyl)-5-methylbenzoxazole ortho-, meta-, para-isomers were 0.0307, 0.0293, 0.0315, 0.0226, 0.0237, 0.0226 mg/L, respectively. The method provides not only a rapid detection method for the preparation of the isomers through hydrocarbon activation coupling reaction between the 5-methylbenzoxazole and fluorobenzene or chlorobenzene but also a reference for the separation and detection of 2-arylbenzoxazole isomers.

Key words:

high performance liquid chromatography (HPLC)
/ benzoxazole
/ positional isomers
/ C₁₈ column

1. [1] Vinsova J, Cermakova K, Tomeckova A, et al. Bioorg Med Chem, 2006, 14(17): 5850 [1] Vinsova J, Cermakova K, Tomeckova A, et al. Bioorg Med Chem, 2006, 14(17): 5850
2. [2] Lokwani P, Nagori B P, Batra N, et al. J Chem Pharm Res, 2011, 3(3): 302[2] Lokwani P, Nagori B P, Batra N, et al. J Chem Pharm Res, 2011, 3(3): 302
3. [3] Prajapat R P, Soni B, Bhandari A, et al. Pharm Lett, 2011, 3(3): 161[3] Prajapat R P, Soni B, Bhandari A, et al. Pharm Lett, 2011, 3(3): 161
4. [4] Shrivastava B, Sharma V, Lokwani P. Pharmacologyonline, 2011, 1: 236[4] Shrivastava B, Sharma V, Lokwani P. Pharmacologyonline, 2011, 1: 236
5. [5] Kumar D, Jacob M R, Reynolds M B, et al. Bioorg Med Chem, 2002, 10(12): 3997 [5] Kumar D, Jacob M R, Reynolds M B, et al. Bioorg Med Chem, 2002, 10(12): 3997
6. [6] Xia T, Meng Q H, Geng Y C, et al. Dyestuffs and Coloration (夏天, 孟庆华, 耿彦朝, 等. 染料与染色), 2007, 44(6): 37[6] Xia T, Meng Q H, Geng Y C, et al. Dyestuffs and Coloration (夏天, 孟庆华, 耿彦朝, 等. 染料与染色), 2007, 44(6): 37
7. [7] Xiao J P, Zhu B J, Shi Z Q, et al. Dyestuffs and Coloration (肖锦平, 竹百均, 石赵泉, 等. 染料与染色), 2008, 45(5): 20[7] Xiao J P, Zhu B J, Shi Z Q, et al. Dyestuffs and Coloration (肖锦平, 竹百均, 石赵泉, 等. 染料与染色), 2008, 45(5): 20
8. [8] Ge G Z. Textile Auxiliaries (葛广周. 印染助剂), 2010, 27(1): 4[8] Ge G Z. Textile Auxiliaries (葛广周. 印染助剂), 2010, 27(1): 4
9. [9] Ge G Z, Zhou Y. Dyestuffs and Coloration (葛广周, 周赟. 染料与染色), 2011, 48(1): 39[9] Ge G Z, Zhou Y. Dyestuffs and Coloration (葛广周, 周赟. 染料与染色), 2011, 48(1): 39
10. [10] Kumar R V. Asian J Chem, 2004, 16(3/4): 1241[10] Kumar R V. Asian J Chem, 2004, 16(3/4): 1241
11. [11] Kumar A, Maurya R A, Saxena D. Mol Divers, 2010, 14(2): 331 [11] Kumar A, Maurya R A, Saxena D. Mol Divers, 2010, 14(2): 331
12. [12] Bala S, Saini M, Kamboj S. Int J ChemTech Res, 2011, 3(3): 1102[12] Bala S, Saini M, Kamboj S. Int J ChemTech Res, 2011, 3(3): 1102
13. [13] Wu G, Zhou J, Zhang M, et al. Chem Commun, 2012, 48(71): 8964 [13] Wu G, Zhou J, Zhang M, et al. Chem Commun, 2012, 48(71): 8964
14. [14] Pino V, Afonso A M, Gonzalez V, et al. J Liq Chromatogr Relat Technol, 2003, 26(1): 1 [14] Pino V, Afonso A M, Gonzalez V, et al. J Liq Chromatogr Relat Technol, 2003, 26(1): 1
15. [15] Mauri-Aucejo A R, Llobat-Estelles M, Escarti-Carrasco M, et al. Anal Lett, 2006, 39(1): 183 [15] Mauri-Aucejo A R, Llobat-Estelles M, Escarti-Carrasco M, et al. Anal Lett, 2006, 39(1): 183
16. [16] Schurenkamp J, Beike J, Pfeiffer H, et al. Int J Legal Med, 2011, 125(1): 95 [16] Schurenkamp J, Beike J, Pfeiffer H, et al. Int J Legal Med, 2011, 125(1): 95
17. [17] Qiu H D, Mallik A K, Takafuji M, et al. Anal Chim Acta, 2012, 738: 95 [17] Qiu H D, Mallik A K, Takafuji M, et al. Anal Chim Acta, 2012, 738: 95
18. [18] Chen P R, Zhang M J. J Chromatogr A, 1997, 773(1/2): 365[18] Chen P R, Zhang M J. J Chromatogr A, 1997, 773(1/2): 365
19. [19] Liang Y C, Yi Z Z, Cai Z H, et al. Chinese Journal of Chromatography (梁奕昌, 义志忠, 蔡志虹, 等. 色谱), 1999, 17(4): 397[19] Liang Y C, Yi Z Z, Cai Z H, et al. Chinese Journal of Chromatography (梁奕昌, 义志忠, 蔡志虹, 等. 色谱), 1999, 17(4): 397
20. [20] Narvekar M S, Srivastava A K. J Liq Chromatogr Relat Technol, 2003, 26(1): 85 [20] Narvekar M S, Srivastava A K. J Liq Chromatogr Relat Technol, 2003, 26(1): 85
21. [21] Nunes I L, Mercadante A Z. Rev Bras Cienc Farm, 2006, 42(4): 539 [21] Nunes I L, Mercadante A Z. Rev Bras Cienc Farm, 2006, 42(4): 539
22. [22] Suzuki Y, Miseki K, Shimma S, et al. Bunseki Kagaku, 2007, 56(3): 191 [22] Suzuki Y, Miseki K, Shimma S, et al. Bunseki Kagaku, 2007, 56(3): 191

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通讯作者: 陈斌, bchen63@163.com

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沈阳化工大学材料科学与工程学院沈阳 110142

反相高效液相色谱法分离2-(氟苯基)-5-甲基苯并恶唑和2-(氯苯基)-5-甲基苯并恶唑的位置异构体

通讯作者: 王敏

English

Reversed-phase high performance liquid chromatography separation of 2-(fluorophenyl)-5-methylbenzoxazole and 2-(chlorophenyl)-5-methylbenzoxazole positional isomers

Corresponding author: 王敏

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

反相高效液相色谱法分离2-(氟苯基)-5-甲基苯并恶唑和2-(氯苯基)-5-甲基苯并恶唑的位置异构体

通讯作者: 王敏

English

Reversed-phase high performance liquid chromatography separation of 2-(fluorophenyl)-5-methylbenzoxazole and 2-(chlorophenyl)-5-methylbenzoxazole positional isomers

Corresponding author: 王敏

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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通讯作者: 陈斌, bchen63@163.com

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