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ChemicalBook CAS DataBase List 4-Hydroxy-3-nitropyridine
5435-54-1

4-Hydroxy-3-nitropyridine synthesis

9synthesis methods
4-Hydroxy-3-nitropyridine can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research. 4-Hydroxy-3-nitropyridine can be synthesized by the nitration of 4-hydroxypyridine.
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Yield:5435-54-1 89%

Reaction Conditions:

Stage #1:4-methoxy-3-nitro-pyridine with water;hydrogen bromide at 100; for 16 h;
Stage #2: with sodium hydroxide;water at 5; for 0.166667 h;

Steps:

A.1
Step 1: 3-Nitro-pyridin-4-ol 4-Methoxy-3-nitropyridine (25.0 g, 162 mmol) in 220 ml conc. hydrobromic acid (48%) was refluxed at 100° C. for 16 hrs. The reaction mixture was cooled, poured into ice water and neutralized with 155 ml conc. NaOH (32%). The suspension was stirred for 10 min. at 5° C. and filtered. The solid was washed with water and dried at 50° C. and <30 mbar for 1 hour. The desired product was obtained as a light yellow solid (20.2 g, 89%).

References:

Jaeschke, Georg;Kolczewski, Sabine;Porter, Richard H.P.;Schnider, Patrick;Vieira, Eric US2007/105891, 2007, A1 Location in patent:Page/Page column 9-10

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