4-Amino-3-chloro-5-iodobenzonitrile synthesis

Yield:911124-37-3 35.8%

Reaction Conditions:

with Iodine monochloride in dichloromethane; for 12 h;

Steps:

9.1

Example 9: N-{4-[3-(4-tert-Butyl-benzyl)-ureidomethyl]-2-chloro-6-vinyl-phenyl}- methanesulfonamideStep 1 : 4-Amino-3-chloro-5-iodobenzonitriIe4-Amino-3-chloro-benzonitrile (100mg, 0.66mmol) and ICI(1.1eq, 0.72mmol, 117.05mg) were added in methylene chloride. The reaction mixture was stirred for 12hr. The reaction mixture was purified according to similar procedure to step 2 of Example 8 to obtain 4-Amino-3-chloro-5-iodobenzonitrile (65.2mg, 35.80%).mp: 121~123°C; IR( KBr pellet, cm^"1): 3365, 2942, 2221 , 1634, 728;¹H NMR(400MHz, CDCI₃): δ 7.42(d, 1 H, J=1.6Hz), 7.43(d, 1 H, J=1.6Hz), 5.01 (bs, 2H).

References:

WO2006/101318,2006,A1 Location in patent:Page/Page column 94