European Journal of Chemistry 2014, 5(2), 291-295. doi:10.5155/eurjchem.5.2.291-295.861

An environmentally benign and efficient synthesis of 2-thio-substituted benzothiazoles


Gaddam Satish (1) , Kasireddy Harsha Vardhan Reddy (2) , Katla Ramesh (3) , Jilla Shankar (4) , Yadavalli Venkata Durga Nageswar (5,*)

(1) Council of Scientific and Industrial Research, Medicinal Chemistry and Pharmacology Division, Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500-007, India
(2) Council of Scientific and Industrial Research, Medicinal Chemistry and Pharmacology Division, Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500-007, India
(3) Council of Scientific and Industrial Research, Medicinal Chemistry and Pharmacology Division, Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500-007, India
(4) Council of Scientific and Industrial Research, Medicinal Chemistry and Pharmacology Division, Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500-007, India
(5) Council of Scientific and Industrial Research, Medicinal Chemistry and Pharmacology Division, Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500-007, India
(*) Corresponding Author

Received: 24 Jun 2013, Accepted: 31 Jul 2013, Published: 30 Jun 2014

Abstract


An environmentally benign, simple and highly efficient method for the synthesis of 2-thio-substituted benzothiazole derivatives has been achieved in good to excellent yields by reacting a series of aryl halides with 2-mercapto benzothiazole, using recyclable CuFe2O4 nanoparticles under ligand free conditions in PEG-400 as solvent. In the present protocol, the copper ferrite nanoparticles can be recovered and reused up to four cycles without significant loss of activity.


Keywords


CuFe2O4; PEG-400; Benzothiazole; Iodo benzenes; Magnetically separable; 2-Mercapto benzothiazole

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DOI: 10.5155/eurjchem.5.2.291-295.861

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Citations

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[1]. Chunqing Lou, Ning Zhu, Ronghua Fan, Hailong Hong, Limin Han, Jianbin Zhang, Quanling Suo
Highly efficient synthesis of 2-mercaptobenzothiazole derivatives in water: metal sulfide–disulfide dynamic interchange reaction
Green Chemistry  19(4), 1102, 2017
DOI: 10.1039/C6GC03053J
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[2]. Xing Liu, Shi-Bo Zhang, Hui Zhu, Zhi-Bing Dong
Copper(I)-Catalyzed Tandem One-Pot Synthesis of 2-Arylthiobenzothiazoles and 2-Arylthiobenzoxazoles in Water
The Journal of Organic Chemistry  83(19), 11703, 2018
DOI: 10.1021/acs.joc.8b01644
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[3]. Xing Liu, Shi-Bo Zhang, Zhi-Bing Dong
AlCl3 -Promoted Synthesis of 2-Mercapto Benzoheterocycles by Using Sodium Dimethyldithiocarbamate as Thiocarbonyl Surrogate
European Journal of Organic Chemistry  2018(39), 5406, 2018
DOI: 10.1002/ejoc.201800993
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[4]. Xing Liu, Min Liu, Wan Xu, Meng-Tian Zeng, Hui Zhu, Cai-Zhu Chang, Zhi-Bing Dong
An environmentally benign and efficient synthesis of substituted benzothiazole-2-thiols, benzoxazole-2-thiols, and benzimidazoline-2-thiones in water
Green Chemistry  19(23), 5591, 2017
DOI: 10.1039/C7GC02311A
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[5]. Tianmiao Zhang, Weijing Qin, Ning Zhu, Limin Han, Liubo Wang, Hailong Hong
Metal sulfide: An efficient promoter for the synthesis of 2-mercaptobenzothiazoles from 2-haloanilines and carbon disulfide
Synthetic Communications  47(20), 1916, 2017
DOI: 10.1080/00397911.2017.1356927
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How to cite


Satish, G.; Reddy, K.; Ramesh, K.; Shankar, J.; Nageswar, Y. Eur. J. Chem. 2014, 5(2), 291-295. doi:10.5155/eurjchem.5.2.291-295.861
Satish, G.; Reddy, K.; Ramesh, K.; Shankar, J.; Nageswar, Y. An environmentally benign and efficient synthesis of 2-thio-substituted benzothiazoles. Eur. J. Chem. 2014, 5(2), 291-295. doi:10.5155/eurjchem.5.2.291-295.861
Satish, G., Reddy, K., Ramesh, K., Shankar, J., & Nageswar, Y. (2014). An environmentally benign and efficient synthesis of 2-thio-substituted benzothiazoles. European Journal of Chemistry, 5(2), 291-295. doi:10.5155/eurjchem.5.2.291-295.861
Satish, Gaddam, Kasireddy Harsha Vardhan Reddy, Katla Ramesh, Jilla Shankar, & Yadavalli Venkata Durga Nageswar. "An environmentally benign and efficient synthesis of 2-thio-substituted benzothiazoles." European Journal of Chemistry [Online], 5.2 (2014): 291-295. Web. 21 Sep. 2019
Satish, Gaddam, Reddy, Kasireddy, Ramesh, Katla, Shankar, Jilla, AND Nageswar, Yadavalli. "An environmentally benign and efficient synthesis of 2-thio-substituted benzothiazoles" European Journal of Chemistry [Online], Volume 5 Number 2 (30 June 2014)

DOI Link: https://doi.org/10.5155/eurjchem.5.2.291-295.861

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