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Catalyst Free Synthesis of Pyridine-2,6-bis(2-bromo-propane-1,3-dione) and Pyrdine-2,6-bis(<i>N</i>-arylthiazoline-2-thiones)
Applied Organic Chemistry Department, National Research Centre, Dokki-Giza, Egypt
Applied Organic Chemistry Department, National Research Centre, Dokki-Giza, Egypt
Department of Chemistry, Faculty of Science, Cairo University, Giza, Egypt
- 1 Applied Organic Chemistry Department, National Research Centre, Dokki-Giza, Egypt
- 2 Applied Organic Chemistry Department, National Research Centre, Dokki-Giza, Egypt
- 3 Department of Chemistry, Faculty of Science, Cairo University, Giza, Egypt
Green and Sustainable Chemistry·Volume 05 (2015)·Pages 39–45·Published 22 January 2015·DOI10.4236/gsc.2015.51006
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Abstract
We have described herein a catalyst-free preparation method of pyridine-2,6-bis(N-alkylthiazoline-2-thiones) (4a-i) by the reaction of primary amines, CS<sub>2</sub>, and pyridine-2,6-bis(2-bromo-1,3- dicarbonyl) derivatives (2a-c) in water. Also, we have described a catalyst free, green chemistry protocols to monobromination of pyridine-2,6-bis(2-bromo-1,3-dicarbonyl) derivatives with high yield, using NBS as a brominating agent, that led to eco-friendly isolation and purification proce-dures. Furthermore, we have studied the reactivity of pyridine-2,6-bis(2-bromo-1-methyl-pro- pane-1,3-dione) (2a) towards thiourea to afford 2,6-bis(5-benzoyl-2-aminothiazol-4-yl)pyridine (9).
KeywordsN-Alkylthiazoline-2-ThionesCatalyst-Free ReactionsMonobromination26-Disubstituted Pyridine
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