p-Xylyl bromide → HCID 59300904, compound

Participants

Reaction Steps

Analogously to general procedure (I) N-(3,3-dimethyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)-acetamide (1 g) is alkylated using 4-methylbenzyl bromide (0.71 g; 3.85 mmol) and K2CO3 (1.5 g; 10.9 mmol) at RT for 20 h. After filtration and evaporation of the solvent the crude material is de-acetylated under reflux conditions in 2-propanol (10 ml) and hydrochloric acid (6 N; 30 ml). Pure 5-amino-3,3-dimethyl-1-(4-methyl-benzyl)-6-nitro-1,3-dihydro-indol-2-one (1.18 g) precipitates by pouring the reaction mixture in ice-water.

Provenance & Evidence