Dimethylamine → 4-(2-(Dimethylamino)ethoxy)-2-nitroaniline

Participants

Reaction Conditions

Reaction Steps

To a seal tube was added 4-(2-bromoethoxy)-2-nitroaniline (4.5 g, 17 mmol), THF and 40 mL of 2M dimethylamine in THF. The mixture was heated to 80° C. and was stirred overnight. The suspension was concentrated, and the residue was triturated with ether to give 3.5 g of 4-(2-(dimethylamino)ethoxy)-2-nitroaniline which was used in the next step without further purification. 1H-NMR (400 MHz, CDCl3): δ 7.24 (s, 1H), 6.91 (d, 1H), 6.61 (d, 1H), 5.85 (bs, 2H), 4.04 (t, 2H), 2.78 (t, 2H), 2.27 (s, 6H). MS (EI): 226 (MH+).

Provenance & Evidence