反应详情

The 1,5-di-[(4-methoxyphenyl)sulfonyl]-diazepine-2-carboxylic acid (0.60 g, 1.24 mmol) is dissolved in methylene chloride (15 mL) at room temperature followed the addition of oxalyl chloride (0.32 mL, 2.54 mmol) and slow addition of DMF (0.09 g, 1.24 mmol). This solution is stirred for 30 minutes at room temperature. In a separate flask, hydroxylamine hydrochloride (0.34 g, 5.0 mmol) in water (5 mL) and THF (7 mL) is stirred at 0° C., and then triethylamnine (1.0 mL, 6 equiv) is added. This solution is stirred for 15 minutes. The acid chloride solution is added to the hydroxylamine solution at 0° C. and then warmed up to room temperature and stirred for 3 hours. The solution is acidified to pH˜1 with 1N HCl, poured into water and extracted with methylene chloride. The organic extracts are dried (Na2SO4) and concentrated down to an oil. The oil is purified by HPLC with a reverse phase column using 65% (95% water, 5% acetonitrile, 0.1% formic acid) and 35% (80% acetonitrile, 20% water) as the eluent. MS (ESI): 500 (M+H+), 517 (M+NH4+).

1. additionis added
2. stirringThis solution is stirred for 15 minutes
3. temperaturewarmed up to room temperature
4. stirringstirred for 3 hours
5. extractionextracted with methylene chloride
6. dry with materialThe organic extracts are dried (Na2SO4)
7. concentrationconcentrated down to an oil
8. customThe oil is purified by HPLC with a reverse phase column