Sodium Dithionite → HCID 86669371, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 2,5-difluoro-N-(2-fluoro-4-iodophenyl)-3-methoxy-6-nitrobenzenamine (Intermediate 15, 565 mg, 1.3 mmol) in ethanol (12 mL) was stirred at 70° C. to obtain a clear solution. To this hot solution was dropwise added a freshly prepared solution of Na2S2O4 (695 mg, 3.9 mmol) in water (2 mL) and stirred the reaction mixture at 90° C. for 1 h. The progress of reaction was monitored by TLC. After completion, the reaction mixture was concentrated and residue dissolved in ethyl acetate. The organic layer was washed with water, dried over anhydrous Na2SO4 and concentrated to yield 3,6-difluoro-N1-(2-fluoro-4-iodophenyl)-5-methoxybenzene-1,2-diamine (320 mg). 1H-NMR (400 MHz, CDCl3): δ 3.60 (2H, bs), 3.82 (3H, s), 5.41 (1H, bs), 6.23-6.27 (1H, m), 6.68-6.73 (1H, m), 7.23 (1H, s), 7.38 (1H, d, J=10.8).

Provenance & Evidence