2-Amino-5-chloro-3-nitropyridine synthesis
- Product Name:2-Amino-5-chloro-3-nitropyridine
- CAS Number:5409-39-2
- Molecular formula:C5H4ClN3O2
- Molecular Weight:173.56
1072-98-6
5409-39-2
General procedure for the synthesis of 2-amino-3-nitro-5-chloropyridine from 2-amino-5-chloropyridine: 2-amino-5-chloropyridine (2.57 g, 20.0 mmol) was mixed with sulphuric acid (6.30 ml) at 25 °C, and nitric acid (0.860 ml, 21.1 mmol) was added slowly and dropwise over a period of 15 min. The reaction system was then warmed to 55°C with continuous stirring. After completion of the reaction, it was cooled to room temperature and the reaction mixture was slowly poured into ice water (60 g) and neutralized by adjusting the pH to 11 with aqueous sodium hydroxide solution. The precipitated solid product was collected by filtration, washed with deionized water and finally dried under reduced pressure at 50 °C to give 5-chloro-3-nitropyridin-2-amine (2.31 g, 67% yield, yellow solid).
1072-98-6
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5409-39-2
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Yield:5409-39-2 67%
Reaction Conditions:
Stage #1:5-chloro-2-pyridylamine with sulfuric acid;nitric acid at 55; for 1.25 h;
Stage #2: with sodium hydroxide in water; pH=11
Steps:
A40.a
To a mixture of 2-amino-5-chloropyridine (2.57 g, 20.0 mmol) and sulfuric acid (6.30 ml), huming HNO3 (0.860 ml, 21.1 mmol) was added dropwise over 15 minutes at 55 °C and stirred at 55 "C for 1 hour. After cooling, the reaction mixture was poured into ice-water (60 g) and neutralized with aqueous NaOH solution (pH = 11). The precipitated material was collected, washed with H2O and dried under reduced pressure at 50 0C to give 5-chloro-3-nitropyridin-2-amine (2.31 g, 67 %, yellow solid).
References:
SHIONOGI & CO., LTD.;EURO-CELTIQUE S.A WO2008/8398, 2008, A2 Location in patent:Page/Page column 369
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$5.00/1g
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5409-39-2
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$6.00/250mg