Citation: Zhong Keli, Xiu Ping, Guo Baofeng, Wang Daolin, Tang Lijun. Synthesis of a Thiazolo[3, 2-a]pyrimidine Derivative and Its Recognition Performance for Fe³⁺ in Aqueous Medium[J]. Chemistry, ;2017, 80(1): 84-88. shu

Synthesis of a Thiazolo[3, 2-a]pyrimidine Derivative and Its Recognition Performance for Fe³⁺ in Aqueous Medium

College of Chemistry and Chemical Engineering, Bohai University, Jinzhou 121013

Corresponding author: Wang Daolin, wangdaolin@sina.com Tang Lijun, ljtang@bhu.edu.cn
Received Date: 8 July 2016
Accepted Date: 15 August 2016

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Thiazole[3, 2-a]pyrimidine derivatives have a variety of biological activities, but their applications are limited because of their poor solubilities. Thiazole[3, 2-a]pyrimidine derivative L has been successfully synthesized by nucleophilic substitution of 7-(3-aminobenzofuran-2-yl) thiazolo[3, 2-a]pyrimidin-5-one as aromatic ring matrix with triethylene glycol monomethyl ether. The structure of L was characterized by NMR and high resolution mass spectrum. Compound L can be used for highly selective recognition of Fe³⁺ with a fluorescence "ON-OFF" response in buffered aqueous solution (HEPES 1×10^-3 mol/L, pH=6.4). The fluorescent probe L displays a wide usable pH range from 3.4 to 6.4, non-interference from other metal ions and the low limit of detection.
- Thiazolo[3, 2-a]pyrimidine,
- Synthesis,
- Fe³⁺,
- Fluorescent probe,
- Recognition
1. [1]
  O Alam, S A Khan, N Siddiqui et al. Eur. J. Med. Chem., 2010, 45(11):5113-5119.
2. [2]
  S Maddila, G Damu, E Oseghe et al. J. Korean Chem. Soc., 2012, 56(3):334-340.
3. [3]
  N A Abd El-Latif, A E G E Amr, A A Ibrahiem. Monatshefte Für Chemie/Chemical Monthly, 2007, 138(6):559-567.
4. [4]
  B S Holla, B S Rao, B Sarojini et al. Eur. J. Med. Chem., 2004, 39(9):777-783.
5. [5]
  S F Mohamed, E M Flefel, A E G E Amr et al. Eur. J. Med. Chem., 2010, 45(4):1494-1501.
6. [6]
  J Hu, Y Wang, X Wei et al. Eur. J. Med. Chem., 2013, 64:292-301.
7. [7]
  B Pan, R Huang, L Zheng et al. Eur. J. Med. Chem., 2011, 46(3):819-824.
8. [8]
  M Ashok, B S Holla, N S Kumari. Eur. J. Med. Chem., 2007, 42(3):380-385.
9. [9]
10. [10]
  H Miyaji, J L Sessler. Angew. Chem., 2001, 113(1):158-161.
11. [11]
  Y M Ma, R C Hider. Bioorg. Med. Chem., 2009, 17(23):8093-8101.
12. [12]
  A S Dornelles, V A Garcia, M N de Lima et al. Neurochem. Res., 2010, 35(4):564-571.
13. [13]
  R R Crichton, D Dexter, R J Ward. Coord. Chem. Rev., 2008, 252(10):1189-1199.
14. [14]
  J R Burdo, J R Connor. Biometals, 2003, 16(1):63-75.
15. [15]
  Z Li, L Zhang, X Li et al. Dyes Pigm., 2012, 94(1):60-65.
16. [16]
  Z Guo, S Park, J Yoon et al. Chem. Soc. Rev., 2014, 43(1):16-29.
17. [17]
  H N Kim, Z Guo, W Zhu et al. Chem. Soc. Rev., 2011, 40(1):79-93.
18. [18]
  S Ji, X Meng, W Ye et al. Dalton Transac., 2014, 43:1583-1588.
19. [19]
  Y Zhou, H Zhou, J Zhang et al. Spectrochim. Acta, Part A, 2012, 98:14-17.
20. [20]
21. [21]
22. [22]
23. [23]
  D L Wang, D Wang, L Yan et al. Chin. Chem. Lett., 2016, 27(6):953-956.
24. [24]
  W Lin, L Yuan, Z Cao et al. Chem. Eur. J., 2009, 15(20):5096-5103.
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2. [2]
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18. [18]
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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

Synthesis of a Thiazolo[3, 2-a]pyrimidine Derivative and Its Recognition Performance for Fe3+ in Aqueous Medium

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通讯作者: 陈斌, bchen63@163.com

Synthesis of a Thiazolo[3, 2-a]pyrimidine Derivative and Its Recognition Performance for Fe³⁺ in Aqueous Medium