Sulfamic Acid → tert-Butyl 2-methyl-6-nitro-4-phenylquinoline-3-carboxylate

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-amino-5-nitrobenzophenone (2 g, 8.26 mmol), H2NSO3H (0.09 g, 0.93 mmol) and tert-butyl acetoacetate (3 ml, 18 mmol) was stirred for 1 h at 120° C. under N2. To it, more of H2NSO3H (0.04 g, 0.41 mmol) was added and stirring was continued at 120° C. until all 2-amino-5-nitrobenzophenone was consumed (about 3 h). After cooling to room temperature the solid material formed was dispersed in MeOH (20 ml) and filtered off, washed with fresh MeOH and dried to give pure product as a creamy solid (1.6 g, 53%). 1H NMR (300 MHz, CDCl3) δ 8.41-8.5(m, 2H, 8.15 (d, J=9 Hz, 1H), 7.52-7.55(m, 3H), 7.3-7.4 (m, 2H), 2.82(s, 3H), 1.24(s, 9H).

Provenance & Evidence