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ChemicalBook CAS DataBase List 4-Fluoro-N,N-diphenylbenzenamine

4-Fluoro-N,N-diphenylbenzenamine synthesis

14synthesis methods
-

Yield: 88%

Reaction Conditions:

with cesium fluoride in acetonitrile at 100; for 14 h;Inert atmosphere;

Steps:

Representative Experimental Procedures for synthesis of diarylamines
General procedure: General procedure B: A mixture of benzyne precursor 1c (90 mg, 0.27 mmol) and benzenesulfonyl isocyanate (0.6 equiv.) and cesium fluoride (3.0 equiv.) in acetonitrile (0.1 M) was heated at 100°C for 14h. The reaction was quenched with H2O and extracted with ethyl acetate (3 x 2 ml). The combined organic extract was dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to give the desired N,N-bis(3-methoxyphenyl)benzenesulfonamide (4b) (46 mg, 0.12 mmol, 91 %) as colorless oil.

References:

Jang, Woo Cheol;Hwang, Dong Wook;Seo, Jeong Hoon;Ko, Haye Min [Tetrahedron Letters,2019,vol. 60,# 38,art. no. 151018] Location in patent:supporting information