4-Chloro-3-methoxybenzeneacetonitrile

To a solution of 4-bromomethyl-1-chloro-2-methoxy-benzene (68.5 g, 0.290 mol) in CThe second process; 4-Chloro-3-methoxyphenylacetonitrile ; To a solution of 1-chloro-4-chloromethyl-2-methoxybenzene (4.52 g) in dimethylsulfoxide (70 ml) was added sodium cyanide (1.16 g). The mixture was stirred at room temperature for 2.5 hours. Water was added to the reaction solution and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, and dried over magnesium sulphate. The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluting with the mixed solvent of ethyl acetate-hexane) to give a title compound (3.81 g). The yield was 89 percent. To a solution of 5-(bromomethyl)-3-chloroanisole (12) (412 g, 1.75 mol) in EtOH (2 L) and HTo a solution of 5-(bromomethyl)-3-chloroanisole (12) (412 g, 1.75 mol) in EtOH (2 L) and HTo a solution of 4-bromomethyl-1-chloro-2-methoxy-benzene (68.5 g, 0.290 mol) in C2-(4-Chloro-3-methoxyphenyl)acetonitrile2-[4-Chloro-3-(3-chloro-5-cyano-phenoxy)-phenyl]-N-(4-sulfamoyl-phenyl)-acetamide (I-1) step 1-A solution of 4-chloro-3-methoxytoluene (36; 0.5 g; 3.2 mmol), NBS (0.57 g; 3.2 mmol) and benzoyl peroxide (0.031 g; 0.13 mmol) and 32 mL of DCE were heated at reflux for 3 h. The reaction mixture was cooled, diluted with CH2Cl2 and washed with water and brine. The organic extract was dried, filtered and evaporated to yield the bromomethyl compound 38b which was used without further purification. step 2-The 28 g (0.166 mmol) of 38b from the previous step, NaCN (28 g; 0.58 mmol; 3.5 equiv.) and 500 mL of 90% aqueous EtOH were stirred at room temperature overnight. The crude residue was partitioned between EtOAc/H2O (359 mL of each), washed with brine, dried, filtered and evaporated. The crude product was purified by SiO2 chromatography eluding with a EtOAc/hexane gradient (100% hexane to 90%hexane) to afford 21 g of 38c.Following the procedure of Preparation I, Parts a through i, but initially substituting ... p-ethoxyphenyl acetonitrile, m-benzyloxyphenyl acetonitrile, 2, 4-diethylphenyl acetonitrile, 3, 5-dichlorophenyl acetonitrile, (3-methoxy-4-chloro)phenyl acetonitrile,

Molecular Weight:181.62
XLogP3:1.8
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:181.0294416
Monoisotopic Mass:181.0294416
Topological Polar Surface Area:33
Heavy Atom Count:12
Complexity:186
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes