404-24-0, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 404-24-0, name is 2,2,2-Trifluoro-N-phenylacetamide, This compound has unique chemical properties. The synthetic route is as follows.
A solution of 2-(2-aminobenzoyl)pyridine (1.29 g, 6.32 mmol, Syn. Comm. 1996, 26, 721-727) and trifluroacetic anhydride (1.10 mL, 7.79 mmol) in CHCl3 (35 mL) was heated at 42 C for 5 h. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in EtOAc (ca. 250 mL), washed with saturated aqueous NaHCO3 (2 x 50 mL), H2O (1 x 50 mL), brine (1 x 50 mL), dried (Na2SO4) and concentrated under reduced pressure to give 1.91 g (99%) of the trifluoracetanilide. A mixture of KNO3 (905 mg, 8.96 mmol) in concentrated H2SO4 (12 mL) was added to a mixture of amide (1.76 g, 5.97 mmol) in concentrated H2SO4 (18mL) maintaining the reaction temperature at ? 16 C with an ice bath. The reaction mixture was allowed to warm to room temperature, stirred 4 h, and poured onto ice (ca. 150 g). The mixture was neutralized by slow addition of 25% aqueous NaOH (ca. 175 mL) maintaining the temperature at ? 18 C with an ice bath. The aqueous layer was extracted with EtOAc (2 x 200 mL). The combined organic extracts were washed with H2O (1 x 100 mL), brine (1 x 100 mL), dried (Na2SO4) and concentrated under reduced pressure to give a solid. Purification by flash chromatography, elution with 20% EtOAc-hexane, to provide 1.19 g (59%) of the 4-nitro-trifluoracetanilide compound as a yellow solid. A mixture of the nitro compound prepared as above (1.14 g, 3.36 mmol), MeOH (33 mL), and H2O (13mL) was treated with K2CO3 (2.32 g, 16.8 mmol) and heated at reflux for 2h. The reaction mixture was cooled to room temperature and MeOH was removed under reduced pressure. The aqueous residue was extracted with EtOAc (2 x 200 mL). The combined organic extracts were washed with H2O (1 x 100 mL), brine (1 x 100 mL), dried (Na2SO4) and concentrated under reduced pressure to give Int-4, in quantitative yield, as a yellow solid.
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Reference:
Patent; CeNes Limited; EP1183243; (2006); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics