A common compound: 13726-14-2, name is 4-Chloro-3-methoxyaniline, belongs to chlorides-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. 13726-14-2
Step 1 : 4-choro-3-methoxy aniline (2.0 g, 12.6 mmol), 1-chloro-4-iodobenzene (3.33 g, 13.9 mmol, and sodium-tert-butoxide (6.04 g, 63 mmol) were taken in toluene (15 mL). The resulting mixture was purged with nitrogen, added Pd(OAc)2 (0.141 g, 0.63 mmol), [HPtBu3][BF4] ( 0.255 g, 0.88 mmol) and heated at 110 C for 12 h. After completion of the reaction, the reaction mixture was filtered through celite bed and concentrated under vacuum. The residue obtained was diluted with ethyl acetate (200 mL) washed with water, brine solution and dried over anhydrous Na2S04. The organic phase was concentrated and purified by the column chromatography (230-400 size mesh) to get the white solid 4-chloro-N-(4_chlorophenyl)-3- methoxy aniline (1.2 g, 35.2%). 1H NMR (400 MHz, DMSO-d6): delta 8.46 (s, 1H), 7.22-7.28 (m, 3H), 7.08-7.10 (m, 2H), 6.75 (s, 1H), 6.64 (d, J = 8.68 Hz, 1H), 3.80 (s, 3H).
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, 13726-14-2, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; MERCK PATENT GMBH; SPANGENBERG, Thomas; (129 pag.)WO2016/827; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics