ChemicalBook CAS DataBase List 5-Chloro-2-nitropyridine

5-Chloro-2-nitropyridine synthesis

4synthesis methods

Product Name:5-Chloro-2-nitropyridine
CAS Number:52092-47-4
Molecular formula:C5H3ClN2O2
Molecular Weight:158.54

To concentrated H2SO4 (50 ml) was added 30 % H2O2 (25mL) at 0 °C and a solution of 5-chloropyridin-2-amine (5.0 g, 39 mmol) in concentrated H2SO4 (20 mL) was added at 0 °C. The mixture was stirred for 20 hours at room temperature. The mixture was poured into ice water under vigorously stirring and the resulting solid was filtered. The solid was recrystallized from ethanol to give 5-chloro-2-nitropyridine. 5-chloro-2-nitropyridine. MS m/z 159 (M+ 1)+.

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52092-47-4
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$6.00/1g

Yield:52092-47-4 71%

Reaction Conditions:

with sulfuric acid;dihydrogen peroxide at 20; for 48 h;

Steps:

123

[01066] After conc. sulfuric acid (50 ml) was cooled with ice, 30% aqueous solution of hydrogen peroxide (25 ml) was dropped thereto stirring, and then conc. sulfuric acid (50 ml) solution of 2-amino-5-chloropyridine (5.0 g, 38.9 mmol) was dropped thereto further and stirred for 48 hours at the room temperature. The reaction mixture was added into ice and filtered. The residue was recrystallized with ethanol to obtain 4.38 g (yield 71%) of 5-chloro-2-nitoropyriine as a colorless powdery crystal.

References:

US6849647,2005,B1 Location in patent:Page/Page column 145