反应详情

At -78° C., oxalyl chloride (135 mg, 1.06 mmol) was added to a mixture of 4-[2-(2-benzothiazolyl)vinyl]benzoic acid (247 mg, 0.88 mmol), dimethylformamide (one drop) and dichloromethane (10 ml), and the resulting mixture was stirred at room temperature for 2 hours and then concentrated under reduced pressure. Under ice-cooling, the resulting compound was gradually added to a mixture of 2-amino-4-[3-(4-chlorophenylsulfonyl)propyl]phenol hydrochloride (320 mg, 0.88 mmol), pyridine (3 ml) and dichloromethane (10 ml), and the resulting mixture was stirred at room temperature for 12 hours. The reaction solution was concentrated under reduced pressure, water was added to the resulting residue, and the mixture was heated until reflux and then cooled. Then, the solid material formed was collected by filtration and dried under reduced pressure. Ethanol (10 ml) was added to the resulting solid material, and the mixture was heated until reflux and then cooled. The crystals formed were collected by filtration and dried under reduced pressure to give 4-[2-(2-benzothiazolyl)vinyl]-5'-[3-(4-chlorophenylsulfonyl)propyl]-2'-hydroxybenzanilide (335 mg, 0.57 mmol, 65%) as colorless crystals.

1. concentrationconcentrated under reduced pressure
2. temperatureUnder ice-cooling
3. stirringthe resulting mixture was stirred at room temperature for 12 hours
4. concentrationThe reaction solution was concentrated under reduced pressure, water
5. additionwas added to the resulting residue
6. temperaturethe mixture was heated
7. temperatureuntil reflux
8. temperaturecooled
9. customThen, the solid material formed
10. filtrationwas collected by filtration
11. customdried under reduced pressure
12. additionEthanol (10 ml) was added to the resulting solid material
13. temperaturethe mixture was heated
14. temperatureuntil reflux
15. temperaturecooled
16. customThe crystals formed
17. filtrationwere collected by filtration
18. customdried under reduced pressure