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ChemicalBook CAS DataBase List 2-Methyl-5-nitropyridine
21203-68-9

2-Methyl-5-nitropyridine synthesis

13synthesis methods
2-(5-nitro-pyridin-2-yl)-malonic acid diethyl ester could be used as a starting material to synthesize 2-methyl-5-nitropyridine. The specific operations are as follows: To 2-(5-nitro-pyridin-2-yl)-malonic acid diethyl ester (12.0 g, 42.5 mmol) was added cold aq. 20% sulfuric acid (120 mL) and the mixture was heated to 100 ℃ for 2h. The cooled reaction was added to a cold dilute sodium hydroxide solution and the pH adjusted to 10. The organics were extracted with dichloromethane (x 4), and then the combined organic phases were dried over sodium sulfate. The filtrate was concentrated to afford 2-methyl-5-nitropyridine (5.0 g, 83 %) as a brown solid. 2-Methyl-5-nitropyridine
-

Yield:21203-68-9 83%

Reaction Conditions:

with sulfuric acid;water at 100; for 2 h;

Steps:

28
Reference Example 28: 5-Nitro-2-methyl pyridine. To 2-(5-nitro-pyridin-2-yl)-malonic acid diethyl ester (12.0 g, 42.5 mmol) was added cold aq. 20% sulfuric acid (120 mL) and the mixture was heated to 1000C for 2h. The cooled reaction was added to cold dilute sodium hydroxide solution and the pH adjusted to pH -10. The organics were extracted with dichloromethane (x 4), then the combined organic phases were dried over sodium sulfate. The filtrate was concentrated to afford 2-methyl-5-nitro pyridine (5.0 g, 83 %) as a brown solid.

References:

F2G LTD WO2008/62182, 2008, A1 Location in patent:Page/Page column 117

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