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Molbank 2017, 2017(3), M949; doi:10.3390/M949

2-[(2,6-Dimethylmorpholin-4-yl)methyl]-4-[(E)-2-{3-[(E)-2-{3-[(2,6-dimethylmorpholin-4-yl)methyl]-4-hydroxy-5-methoxyphenyl}ethenyl]-1H-pyrazol-5-yl}ethenyl]-6-methoxyphenol

1
Department of Chemical Analysis, AKA Bogor Polytechnic, Bogor 16154, West Java, Indonesia
2
Faculty of Pharmacy, Universitas Indonesia, Depok 16424, West Java, Indonesia
*
Author to whom correspondence should be addressed.
Received: 18 June 2017 / Revised: 23 July 2017 / Accepted: 31 July 2017 / Published: 3 August 2017
(This article belongs to the Section Organic Synthesis)
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Abstract

A novel di-Mannich derivative of curcumin pyrazole, 2-[(2,6-dimethyl morpholin-4-yl)methyl]-4-[(E)-2-{3-[(E)-2-{3-[(2,6-dimethylmorpholin-4-yl)methyl]-4-hydroxy-5-methoxyphenyl}ethenyl]-1H-pyrazol-5-yl}ethenyl]-6-methoxyphenol (2), has been synthesized through a Mannich reaction of curcumin pyrazole (1), formaldehyde, and 2,6-dimethylmorpholine. The structure of the synthesized compound was confirmed on the basis of FTIR, 1H-NMR, 13C-NMR, 2D Heteronuclear Single-Quantum Correlation (HSQC) and 2D Heteronuclear Multiple Bond Correlation (HMBC), and mass spectral data. The water solubility was evaluated and the result showed that compound 2 was three times more soluble than that of curcumin pyrazole (1) and curcumin. View Full-Text
Keywords: di-Mannich derivative; curcumin pyrazole; 2,6-dimethylmorpholine; water solubility di-Mannich derivative; curcumin pyrazole; 2,6-dimethylmorpholine; water solubility
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Untung, J.; Iskandarsyah, I.; Hayun, H. 2-[(2,6-Dimethylmorpholin-4-yl)methyl]-4-[(E)-2-{3-[(E)-2-{3-[(2,6-dimethylmorpholin-4-yl)methyl]-4-hydroxy-5-methoxyphenyl}ethenyl]-1H-pyrazol-5-yl}ethenyl]-6-methoxyphenol. Molbank 2017, 2017, M949.

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