In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 363-51-9, name is 2-Chloro-6-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 2-Chloro-6-fluoroaniline
C. 2-FLUORO-4-PHENYL-6-CHLOROANILINE 2-FLUORO-6-CHLOROANILINE (28.8 g, 0.2 mol) is suspended in a solution of sodium bicarbonate (17.2 g, 0.2 mol in 150 mL water) and warmed to 60C. Elemental iodine (50.8 g, 0.2 mol) is added portionwise and the resulting mixture stirred at 60C for 3 days. After cooling to room temperature, the reaction mixture is partitioned between CH2CI2 (350 mL) and saturated sodium bisulfite solution (500 mL). The aqueous layer is re- extracted with additional CH2CI2 (250 mL) and the combined organic layers dried (MGS04) and concentrated by rotary evaporator. The residual oil is purified by flash chromatography (9: 1 hexanes/EtOAc) to give 2-fluoro-4-iodo-6-chloroaniline (m. p. 85-87C). 2-Fluoro-4-iodo-6-chloroaniline (8.0 g, 36.0 MMOL) is dissolved in DMF (110 mL) and treated with 2.8 equivalents of PHENYLBORONIC acid (10.0 g, 82 MMOL), and a catalytic amount OF TETRAKISTRIPHENYLPHOSPHINE PALLADIUM (0) (3.0 g, 2.6 MMOL) as a solution in DMF (20 mL). Sodium carbonate (30 mL of 2 M aqueous solution) is added and the reaction mixture stirred and heated to 100C for 24 hours. After cooling to room temperature most of the DMF is removed by rotary evaporator under high vacuum. The residual brown oil is partitioned between ET20 (300 mL) and water (150 mL). The organic layer is washed with brine, dried (MGS04) and concentrated by rotary evaporator. The residual oil is purified by flash chromatography (9: 1 hexanes/EtOAc) to give 2-fluoro-4-phenyl-6-chloroaniline (m. p. 105- 107C).
The synthetic route of 363-51-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/48314; (2004); A1;,
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