2,6-Dichloro-3,5-dimethoxyaniline

After adding a 2 N potassium hydroxide aqueous solution (400 mE) to a solution of N-(2, 6-dichloro-3, 5- dimethoxyphenyl)acetamide (34.5 g, 131 mmol) in ethanol (600 mE), the reaction mixture was stirred at 90°C. for 2 days under reflux. The mixture solution was cooled to room temperature and stirred again for 1 hour after cooling to 0° C. using ice watet The produced solid was filtered, washed with a cold ethanol/water (1:1) mixture solvent and then dried to obtain a target compound (22.1 g, 76percent yield). ‘H NMR (400 MHz, DMSO-d5) ö 6.21 (s, 1H), 5.40 (s, 2H), 3.83 (s, 6H).A solution of N-(2, 6-dichloro-3, 5-dimethoxy-phenyl)-acetamide (3.6 g, 13.7 mmol) in EtOH (130 mL) and KOH (2M, 75 mL) was heated to reflux for 24 hours. The reaction was cooled to 0 °C and stirred for 1 hour at this temperature. The precipitate was filtered and dried to obtain the title compound (2.3 g, yield: 76percent). 1H-NMR (400 MHz, CDC1A solution of N-(2, 6-dichloro-3, 5-dimethoxy-phenyl)-acetamide (3.6 g, 13.7 mmol) in EtOH (130 mL) and KOH (2M, 75 mL) was heated to reflux for 24 hours. The reaction was cooled to 0 °C and stirred for 1 hour at this temperature. The precipitate was filtered and dried to obtain the title compound (2.3 g, yield: 76percent). 1H-NMR (400 MHz, CDC1N-(2, 6-dichloro-3, 5-dimethoxyphenyl)acetamide (8.5 g, 32 mmol) was dissolved in ethanol (160 mL) then a solution of potassium hydroxide (9.0 g, 160 mmol) in water (80 mL) was added. The mixture was heated to reflux and stirred for 48 hours. After the reaction was cooled to room temperature, the white precipitate was collected via filtration and washed with cold water then dried to get the desired product (6.0 g). LCMS calculated for C8H10CI2NO2 [M+H]According to scheme I, to a 250-mL flash were added Compound Ia-1, i.e.

Molecular Weight:222.07
XLogP3:2.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:221.0010339
Monoisotopic Mass:221.0010339
Topological Polar Surface Area:44.5
Heavy Atom Count:13
Complexity:154
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes