2015
DOI: 10.4236/gsc.2015.51006
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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)

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 2 , and pyridine-2,6-bis(2-bromo-1,3dicarbonyl) 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 procedures. Furthermore, we have studie… Show more

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Cited by 2 publications
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“…After the reaction was complete (monitored by TLC), the mixture was separated by filtration and the filtrate was concentrated in vacuo giving crude product 2-(chloromethyl)pyrazine. 14 Then to a solution of 3.24 g (25.6 mmol) of 2-(chloromethyl)-pyrazine in 50 mL of tetrahydrofuran were added 1.1 g (12.2 mmol) of N,N′-dimethyl-ethylenediamine and 5.1 g (52.0 mmol) of trimethylamine. The mixture was stirred for 24 h at reflux, followed by addition of a 30 mL aqueous solution of 3 M NaOH.…”
Section: ■ Experimental Sectionmentioning
confidence: 99%
“…After the reaction was complete (monitored by TLC), the mixture was separated by filtration and the filtrate was concentrated in vacuo giving crude product 2-(chloromethyl)pyrazine. 14 Then to a solution of 3.24 g (25.6 mmol) of 2-(chloromethyl)-pyrazine in 50 mL of tetrahydrofuran were added 1.1 g (12.2 mmol) of N,N′-dimethyl-ethylenediamine and 5.1 g (52.0 mmol) of trimethylamine. The mixture was stirred for 24 h at reflux, followed by addition of a 30 mL aqueous solution of 3 M NaOH.…”
Section: ■ Experimental Sectionmentioning
confidence: 99%