反应详情

To a stirred solution of 4-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-phenylamine(which was obtained in Example 214) (2.8 g, 11.9 mol) in 1.4-dioxane (150 mL) and triethylamine (7 mL) was added a solution of N-acetylsulfanilyl chloride (3.5 g, 15 mmol) in 75 mL of 1,4-dioxane at room temperature. The reaction was stirred for 18 hours. The reaction mixture was concentrated. The residue was dissolved in methylene chloride and washed with diluted hydrochloric acid. The white solid in water layer was collected and dried to give the title compound as a white solid (2.5 g, 43%); 1H NMR (300 MHz, DMSO-d6) δ 1.92 (brs, 4 H), 2.06 (s, 3 H), 3.68 (brs, 4 H), 3.93 (s, 4 H), 7.06 (d, J=8.4 Hz, 2 H), 7.33 (brs, 2 H), 7.68 (d, J=9.0 Hz, 2 H), 7.71 (d, J=9.0 Hz, 2 H), 10.24 (brs, 1 H), 10.38 (s, 1 H); MS (ES) m/z: 432.3 (MH+); HRMS Calcd. for C21H25N3O5S(M+): 431.1515. Found: 431.1530.

1. concentrationThe reaction mixture was concentrated
2. dissolutionThe residue was dissolved in methylene chloride
3. washwashed with diluted hydrochloric acid
4. customThe white solid in water layer was collected
5. customdried