1H-Isoindole-1,3(2H)-dione, 5-broMo-6-nitro- synthesis

Yield:64823-14-9 98%

Reaction Conditions:

with sulfuric acid;nitric acid at 0 - 20;

Steps:

283

To fuming nitric acid (9.2 mL, 0.22 mol, 1.0 eq) pre-cooled at 0° C. was added drop wise concentrated sulfuric acid (21 mL, 0.40 mol, 1.8 eq) followed by portion-wise addition of intermediate I-55 (10 g, 44 mmol, 2.0 eq) and the resulting suspension was warmed to room temperature over 1 hour and stirred for a additional 24 hours at room temperature. The crude reaction mixture was poured onto a mixture of ice and water and the solids were collected by filtration and dried in vacuo to give intermediate I-56 (11.8 g, 98%). MS (ESI): m/z 272 (M+H⁺).

References:

US2010/204214,2010,A1 Location in patent:Page/Page column 109