Carbamic acid, N-[2-[(5-methoxy-2-nitrophenyl)amino]ethyl]-, 1,1-dimethylethyl ester synthesis

Yield:947258-08-4 98%

Reaction Conditions:

with potassium carbonate in dimethyl sulfoxide at 60; for 12 h;

Steps:

2 [2-(5-Methoxy-2-nitrophenylamino)-ethyl]-carbamic acid tert-butyl ester

[2-(5-Methoxy-2-nitrophenylamino)-ethyl]-carbamic acid tert-butyl ester A 2 L flask equipped with a stir bar was charged with DMSO (800 mL), K₂CO₃ (161 g, 1.6 mol) and 4-methoxy-2-fluoro-1-nitrobenzene (10 g, 0.58 mol). Mono-N-Boc-1,2-diaminoethane (94 g, 0.55 mol) was added to the reaction mixture and stirred for 12 h at 60° C. The reaction mixture was triturated with ice cold water (1.2 L) and the resulting yellow precipitate was collected by vacuum filtration. The precipitate washed several times with water (5*1 L) and dried on a high vacuum for 48 h to give the desired product as a bright yellow solid (178 g, 98%.)

References:

US2007/232603,2007,A1 Location in patent:Page/Page column 16