反应详情

The starting material, 7-benzyloxy-4-chloro-6-methoxycinnoline hydrochloride, was obtained by heating a solution of 7-benzyloxy-4-hydroxy-6-methoxycinnoline (11 g, 39 mmol) in thionyl chloride (180 ml) containing DMF (1 ml) at reflux for 1 hour. After cooling, excess thionyl chloride was removed by evaporation and azeotroped with toluene. The residue was triturated with ether, filtered off, washed with ether and dried under vacuum to give 7-benzyloxy-4-chloro-6-methoxycinnoline hydrochloride as a cream solid (13.6 g, quantitative).

1. temperatureat reflux for 1 hour
2. temperatureAfter cooling
3. customexcess thionyl chloride was removed by evaporation
4. customazeotroped with toluene
5. customThe residue was triturated with ether
6. filtrationfiltered off
7. washwashed with ether
8. customdried under vacuum