4-Chloro-2-nitroaniline → 3-Thiophenamine, N-(4-chloro-2-nitrophenyl)tetrahydro-, 1,1-dioxide, (3S)-

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Reaction Conditions

Reaction Steps

To a mixture of 4-chloro-2-nitro-phenylamine (1.2 g, 6.8 mmol) and (S)-1,1-dioxo-tetrahydro-1λ6-thiophen-3-ylamine (0.97 g, 5.7 mmol) and K2CO3 (13.6 mmol) in DMF (8 mL) was added Et3N (13.6 mmol). The mixture was stirred at 100° C. for 2 h. After cooled to RT, the reaction mixture was poured into water, extracted with EtOAc. The organic phase was washed with saturated NH4Cl, aqueous NaHCO3 and brine. The organic phase was dried over Na2SO4. The nitro compound (1.1 g, yield: 66%) was obtained as yellow solid by flash column (ethyl acetate/petroleum ether=1/1). MS obsd. MS obsd. (ESI+) [(M+H)+] 291.0.

Provenance & Evidence