反应详情

温度

90 °C

A mixture of 7-(2,6-dichlorophenyl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one (153 mg), 1-amino-3-hydroxyguanidine p-toluenesulfonate (262 mg) and concentrated hydrochloric acid (0.1 ml) in ethanol (3 ml) was stirred at 90° C. (bath temperature) for 1.5 hours. The reaction solution was concentrated under reduced pressure, and to the residue were added ethyl acetate (30 ml), tetrahydrofuran (20 ml) and 0.2 N sodium hydroxide (15 ml). The mixture was shaken, and the separated upper layer was washed with 0.2 N sodium hydroxide (10 ml) and water (10 ml, thrice). To the upper layer was added 2 N hydrochloric acid (0.5 ml), and the mixture was concentrated under reduced pressure. The residue was washed with a mixture of ether (3 ml) and ethanol (1.5 ml) and dried to give 7-(2,6-dichlorophenyl)-5-(1-hydroxyguanidin-3-yl)imino-4-methyl-5,6,7,8-tetrahydroquinoline hydrochloride (Compound 96) as pale yellow crystals.

1. concentrationThe reaction solution was concentrated under reduced pressure
2. additionto the residue were added ethyl acetate (30 ml), tetrahydrofuran (20 ml) and 0.2 N sodium hydroxide (15 ml)
3. stirringThe mixture was shaken
4. washthe separated upper layer was washed with 0.2 N sodium hydroxide (10 ml) and water (10 ml, thrice)
5. additionTo the upper layer was added 2 N hydrochloric acid (0.5 ml)
6. concentrationthe mixture was concentrated under reduced pressure
7. washThe residue was washed with a mixture of ether (3 ml) and ethanol (1.5 ml)
8. customdried