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3,3'-[Diselenobis(methylene)]bis[5-hydroxy-6-methyl-4-pyridinemethanol

1
Institute of Pharmaceutical Sciences, The First Military Medical University, Guangzhou 510515, P. R. China
2
Department of Chemistry, Zhongshan University, Guangzhou 510275, P. R. China
Molecules 1998, 3(8), M90; https://doi.org/10.3390/M90
Submission received: 14 July 1998 / Published: 29 July 1998
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Molecules 03 m90 i001
The intermediate 3 was synthesized utilizing the methodology of Deng [1]. A mixture of 3 (3.4g, 14mmol) in 60ml of H2O was stirred at 60-65deg.C for 1.4h and cooled to room temperature. Then 25ml of Na2Se2 solution (19mmol) was added dropwise. After adjustment to pH 8, the mixture was stirred at 60deg.C for 2h and cooled to room temperature. The precipitate was filtered off and washed with water. The solid was solved in 20ml of 10% HCl, and stirred for 0.5h, filtered and washed with 10% HCl. The mother liquor was adjusted to pH 8 with 40% NaOH to give a precipitate which was filtered off and washed with water. Yellow solid 3,3′-[diselenobis(methylene)]bis[5-hydroxy-6-methyl-4-pyridine-methanol (1) 2.5g (77.3%). Mp:192-3deg.C.
IR(KBr) n (cm-1): 3100 (-OH), 2706, 2628, 1560, 1405, 1236, 1039, 772, 716.
1H-NMR (DMSO-d6) dH (ppm): 2.32 (s, 6H, -CH3), 3.98 (s, 4H, -CH2Se-), 4.75 (s, 4H, -CH2O), 7.70 (s, 2H, H-2).
MS (m/z,%): 462 (M+, 2%) 231, 213, 152, 136, 122, 106, 94, 77, 66, 53, 39 (100%).
Anal.(C16H20N2Se2O4) C, H, N.
Acknowledgment: This research was supported by the Natural Sciences Foundation of Guangdong Province.

References

  1. Deng, L. Chinese Journal of Pharmaceuticals 1996, 27(8), 342.
Sample Availability: Available from MDPI.

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MDPI and ACS Style

Chen, W.-M.; Zeng, L.-M. 3,3'-[Diselenobis(methylene)]bis[5-hydroxy-6-methyl-4-pyridinemethanol. Molecules 1998, 3, M90. https://doi.org/10.3390/M90

AMA Style

Chen W-M, Zeng L-M. 3,3'-[Diselenobis(methylene)]bis[5-hydroxy-6-methyl-4-pyridinemethanol. Molecules. 1998; 3(8):M90. https://doi.org/10.3390/M90

Chicago/Turabian Style

Chen, Wei-Min, and Long-Mei Zeng. 1998. "3,3'-[Diselenobis(methylene)]bis[5-hydroxy-6-methyl-4-pyridinemethanol" Molecules 3, no. 8: M90. https://doi.org/10.3390/M90

APA Style

Chen, W. -M., & Zeng, L. -M. (1998). 3,3'-[Diselenobis(methylene)]bis[5-hydroxy-6-methyl-4-pyridinemethanol. Molecules, 3(8), M90. https://doi.org/10.3390/M90

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