CarbaMic acid, [2-iodo-4-Methyl-5-(trifluoroMethyl)phenyl]-, 1-Methylethyl ester (9CI) synthesis

Yield:872624-69-6 96%

Reaction Conditions:

with pyridine in toluene at 0 - 20; for 3 h;

Steps:

3.2

Step 2; Preparation of isopropyl (2-iodo-4-methyl-5-trifluoromethylphenyl)carbamate; Add a solution of isopropyl chloroformate (99.6 mL, 99.6 mmol, 1 M in toluene)dropwise to a solution of 2-iodo-4-methyl-5-trifluoromethylphenylamine (27.26 g, 90.55mmol) and pyridine (14.6 mL, 181.1 mmol) in dichloromethane (350 mL) at 5 °C underan atmosphere of nitrogen and warm the mixture to room temperature. Stir for 3 h andwash the mixture with 2 N HC1 (100 mL) and brine (100 mL). Dry over anhydroussodium sulfate, filter and remove the solvent under reduced pressure to afford the titlecompound as a tan solid (33.59 g, 96%), which is used in the next step withoutpurification.

References:

WO2006/2342,2006,A1 Location in patent:Page/Page column 67