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ChemicalBook CAS DataBase List 3,5-Dimethyl-4-nitro-1H-pyrazole
14531-55-6

3,5-Dimethyl-4-nitro-1H-pyrazole synthesis

9synthesis methods
3,5-Dimethyl-4-iodopyrazole

2033-45-6

3,5-Dimethyl-4-nitro-1H-pyrazole

14531-55-6

General procedure for the synthesis of 3,5-dimethyl-4-nitropyrazole from 3,5-dimethyl-4-iodopyrazole: 1. 3,5-dimethyl-4-iodopyrazole (1 mmol) was dissolved in tetrahydrofuran (THF, 10 mL). 2. Add Fuajasite catalyst (250 mg) to the above solution. 3. Concentrated nitric acid (density 1.52 g/cm3, 10 mL) was added slowly. 4. Stir the reaction mixture at room temperature until the reaction is complete. 5. 5. Upon completion of the reaction, the catalyst was filtered to recover the catalyst. 6. 6. The filtrate was extracted several times with dichloromethane. 7. 7. The organic phases were combined and concentrated in vacuum to remove the solvent to give 3,5-dimethyl-4-nitropyrazole.

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Yield:14531-55-6 73%

Reaction Conditions:

with nitric acid in tetrahydrofuran;water at 20; for 3 h;

Steps:

2.1.1. General procedure for the synthesis of mononitropyrazoles
General procedure: To iodopyrazole (1 mmol) dissolved in THF (10 mL), Fuajasite (250 mg) was added. Nitric acid (d 1.52 g/cm3, 10 mL) was added slowly and the mixture was stirred at room temperature for required time. The catalyst was recovered by filtration and the filtrate was extracted repeatedly with dichloromethane. The solvent was removed under vacuum to obtain nitropyrazole.

References:

Ravi;Tewari, Surya P. [Catalysis Communications,2013,vol. 42,p. 35 - 39]

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