Reacción #674317

Ecuación de reacción

NaHCO3

2,4-dichloro-1,3,5-triazine

(3-aminophenyl)-methanesulfonamide

water

→

A1

3-[(4-Chloro-1,3,5-triazin-2-yl)amino]benzenemethanesulfonamide

Disolventes

DMF

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónThe aqueous layer was extracted with EtOAc
2. 2
   Secadothe combined organic layers were dried over Na2SO4
3. 3
   OtroEvaporation of solvent

Procedimiento

To a solution of 2,4-dichloro-1,3,5-triazine (1.0 eq) in dry DMF (0.7 M) at 0° C. under N2 atmosphere was added a solution of (3-aminophenyl)-methanesulfonamide (1.0 eq) in dry DMF (0.7 M). The reaction mixture was stirred for 2.5 h at 0° C. Then water was added and the aqueous solution was neutralized with sat. aq. NaHCO3 solution. The aqueous layer was extracted with EtOAc and the combined organic layers were dried over Na2SO4. Evaporation of solvent gave A1 as a white solid which was used in the next step without further purification. 1H NMR (400 MHz, d6-DMSO, 300K) δ 4.26 (s, 2H), 6.89 (s, 2H), 7.15 (d, J=7.4 Hz, 1H), 7.36 (d, J=7.4 Hz, 1H), 7.66 (d, J=7.4 Hz, 1H), 8.64 (s, 1H), 9.75 (br. s, 1H), 10.83 (s, 1H). MS (ES) C10H10ClN5O2S requires: 299. found: 300 (M+H)+.

Fuente