A new synthetic route of 5470-18-8

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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 5470-18-8, name is 2-Chloro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. 5470-18-8

To a flame–driedandargon–flushedpressurevesselwasadded2–chloro–3–nitropyridine(3.01g,19.0mmol,1.0equiv.)and suspended in dry MeOH(13.5mL).To the suspension was then added benzylmercaptan(3.3mL,28mmol,1.5equiv.)and triethylamine(4.0mL,29mmol,1.5equiv.).The mixture was heated to reflux and stirred for 5h and subsequently cooled to ambient temperature at which some of the mixture crystallized.The mixture was dissolved further in CHCl3(10mL),transferred to a flask and concentrated to dryness.The resulting residue was purified by flash column chromatography(neatCHCl3),yielding2–(benzylthio)–3–nitropyridine as a yellow solid(3.84g,15.6mmol).This compound was then dissolved in dryDCE(9.0mL)and cooled to 0oC.To the resulting solution was added SO2Cl2(1.65mL,20.4mmol,1.3equiv.)andpyridine(4drops)andthemixturewasstirredfor3hat0oC.Thesolventswerethenremovedbyevaporationandtheresultingresiduesubjectedtohighvacuumovernight,yielding1asayellowsolid(2.86g,15.0mmol,79%over2steps).Rf0.61(CH2Cl2).1H–NMR(CDCl3,400MHz):delta(ppm)8.95(dd,J=1.5,4.6Hz,1H),8.56(dd,J=1.5,8.2Hz,1H),7.45(dd,J=4.6,8.3Hz,1H).13C–NMR(CDCl3,100MHz):delta(ppm)157.9,154.9,153.7,133.5,121.2.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 5470-18-8, 2-Chloro-3-nitropyridine.

Reference:
Article; Olsen, Frank N.; Tsakos, Michail; Poulsen, Thomas B.; Synlett; vol. 26; 19; (2015); p. 2697 – 2701;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem