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ChemicalBook CAS DataBase List 3-Nitro-5-trifluoromethyl-pyridine-2-carbonitrile
866775-16-8

3-Nitro-5-trifluoromethyl-pyridine-2-carbonitrile synthesis

3synthesis methods
-

Yield:866775-16-8 56%

Reaction Conditions:

in 1-methyl-pyrrolidin-2-one at 175; for 0.25 h;

Steps:

12.2

Step 2;. Preparation of 3-Nitro-5-trifluoromethyl-pyridin-2-carbonitrile; Add copper (I) cyanide (3.87 g, 43.28 mmol) to a solution of 2-chloro-3-nitro-5- trifluoromethylpyridine (10.5 g, 43.28 mmol) in N-methyl-2-pyrrolidinone (17 mL) and heat the mixture at 175 °C for 15 min. Cool the reaction mixture to room temperature, add ice, and stir for 15 min. Filter the precipitate through Celite , washing with ethyl acetate and methanol. Separate the organic layer and extract the aqueous with ethyl acetate. Dry the combined organic layers over anhydrous sodium sulfate, filter, and remove the solvent under reduced pressure. Purify the residue using silica gel chromatography, eluting with ethyl acetate/hexanes to afford the title compound (5.30 g, 56%). 'H-NMR (CDCl3, 300 MHz) : 8 9.30 (s, 1 H) ; 8.85 (s, 1 H).

References:

WO2005/97805,2005,A1 Location in patent:Page/Page column 62