反应详情

温度

100 °C

As illustrated in the scheme above, 7-chloro-3,4-dihydro-1-methyl-1H-1,4-benzodiazepine-2,5-dione (5.00 g, 22.3 mmol) was suspended in POCl3 (100 mL) and heated at 100° C. for 30 min. The reaction was cooled and concentrated in vacuo. Traces of POCl3 were removed by adding toluene and concentrating the mixture in vacuo (2×). The residue was dissolved in CH2Cl2, the solution was cooled to 0° C., and Et3N (6.8 mL, 48.8 mmol) was added dropwise. The mixture was stirred for 1 h and allowed to slowly warm to room temperature, and was then concentrated in vacuo once again. The residue was purified by silica gel column chromatography (5:1 CH2Cl2:EtOAc+0.5% Et3N) to provide the title compound as an orange solid (4.68 g, 86%). 1H-NMR (CDCl3): δ 7.79 (d, J=2.5 Hz, 1H), 7.55 (dd, J=2.4 Hz, J=8.9 Hz, 1H), 7.23 (d, J=8.8 Hz, 1H), 4.67 (br s, 1H), 3.72 (br s, 1H), 3.39 (s, 3H). MS (ESI) (M+H)+=243.

1. temperatureThe reaction was cooled
2. concentrationconcentrated in vacuo
3. customTraces of POCl3 were removed
4. additionby adding toluene
5. concentrationconcentrating the mixture in vacuo (2×)
6. dissolutionThe residue was dissolved in CH2Cl2
7. temperaturethe solution was cooled to 0° C.
8. temperatureto slowly warm to room temperature
9. concentrationwas then concentrated in vacuo once again
10. customThe residue was purified by silica gel column chromatography (5:1 CH2Cl2:EtOAc+0.5% Et3N)