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58955-10-5

Benzamide, 4-fluoro-3-nitro-N-phenyl- synthesis

2synthesis methods
-

Yield:-

Reaction Conditions:

Stage #1: 3-nitro-4-fluorobenzoic acidwith thionyl chloride for 4 h;Reflux;
Stage #2: anilinewith pyridine in 1,4-dioxane at 20; for 1 h;

Steps:

82.A

A solution of the 4-fluoro-3-nitrobenzoic acid (5.4 mmol) in thionyl chloride (10 mL) is heated at reflux for 4 hours. After evaporating off the solvent under reduced pressure, the residue is re-dissolved in dry toluene (10 mL) and the solution is evaporated to dryness. This operation is repeated twice. The residue is dissolved in dry dioxane (10 mL), and aniline (6 mmol) and pyridine (6 mmol) are added to the solution. After stirring for 1 hour at ambient temperature, the solvent is removed under reduced pressure and the residue is dissolved in methanol (5 mL). Water (30 mL) is added to the resulting solution and the precipitate obtained is collected by filtration, washed with water and dried for use in the next step.

References:

US2010/9974,2010,A1 Location in patent:Page/Page column 23