反应详情

温度

90 °C

To a solution of N1-methyl-4-nitro-benzene-1,2-diamine (2.0 g, 12.0 mmol) in pyridine (20 ml) was added isopropyl isothiocyanate (1.41 g, 13.2 mmol) and the mixture was heated to 90° C. After 1 h, 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate (6.6 g, 15.6 mmol) was added and the mixture was heated at 90° C. After 16 h, the reaction mixture was cooled to rt, filtered and concentrated to a red residue. This was dissolved in EtOAc and washed with water (4×125 ml). The organic layer was dried over MgSO4 and concentrated to an orange solid. MeOH was added, and the solid was filtered and dried to give the title compound as an orange solid (2.4 g, 85%). 1H NMR (300 MHz, d6-DMSO) δ7.88 (dd, J=8.7 and 2.4 Hz), 7.30 (d, J=8.7 Hz, 1H), 6.89 (d, J=7.5 Hz, 1H), 4.08 (m, 1H), 3.56 (s, 3), 1.25 (d, J=6.6 Hz, 6H). MS (ESI) m/z=235 [M+H]+.

1. temperaturethe mixture was heated at 90° C
2. waitAfter 16 h
3. temperaturethe reaction mixture was cooled to rt
4. filtrationfiltered
5. concentrationconcentrated to a red residue
6. dissolutionThis was dissolved in EtOAc
7. washwashed with water (4×125 ml)
8. dry with materialThe organic layer was dried over MgSO4
9. concentrationconcentrated to an orange solid
10. additionMeOH was added
11. filtrationthe solid was filtered
12. customdried