A common compound: 1535-73-5, name is 3-Trifluoromethoxyaniline, belongs to ethers-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 1535-73-5
General procedure: A solution of cyanic bromide [Caution, highly toxic] (2 equiv) in diethyl ether (10 mL) was added dropwise to a solution of the appropriately substituted aniline (1 equiv) in diethyl ether (10 mL) at 0 ¡ãC. After complete addition the mixture was warmed to ambient temperature and stirred 1?20 h, which was followed by TLC. Solids were filtrated and washed with ether. The filtrate was washed with 1 M HCl (25 mL) followed by brine (25 mL). The organic layer was collected, dried over anhydrous MgSO4, filtrated and evaporated to dryness under reduced pressure. 5.1.33 N-(3-(Trifluoromethoxy)phenyl)cyanamide (24i) The reaction of 3-(trifluoromethoxy)aniline (23i) (1.780 g, 10.05 mmol) according to procedure A yielded, after purification over silica with ethyl acetate/petroleum ether (60-80) (25/75, v/v), the title compound as a white solid (583 mg, 2.88 mmol, 29percent); Rf 0.43 (ethyl acetate/petroleum ether (60-80), 25/75, v/v). 1H NMR (CDCl3) delta 7.39-7.32 (m, 2H, HAryl), 6.99-6.93 (m, 2H, HAryl), 6.88 (s, 1H, NH). 13C NMR (CDCl3) delta 150.34 (Ar-O), 139.03 (Ar-N), 131.15 (Ar), 120.47 (q, CF3, JCF = 258.08 Hz), 115.84 (Ar), 113.82 (Ar), 111.06 (NCN), 108.58 (Ar).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1535-73-5, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Klein, Pieter J.; Christiaans, Johannes A.M.; Metaxas, Athanasios; Schuit, Robert C.; Lammertsma, Adriaan A.; Van Berckel, Bart N.M.; Windhorst, Albert D.; Bioorganic and Medicinal Chemistry; vol. 23; 5; (2015); p. 1189 – 1206;,
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