反应详情

Oxalyl chloride (0.19 mL, 2.20 mmol) was added to a solution of isopropoxyacetic acid (200 mg, 1.69 mmol) in dichloromethane (17 mL) and stirred at room temperature for 2 hours. The reaction was concentrated and 3 mL of THF was added. The acid chloride solution was subsequently slowly added to a solution of 4-tert-butyl-N-(4-chloro-2-hydrazinocarbonyl-phenyl)-benzenesulfonamide (645 mg, 1.69 mmol) in 10 mL of THF at 0° C. After the reaction was stirred for 1 h, it was quenched with water and diluted with ethyl acetate. The aqueous phase was extracted with ethyl acetate (3×) and dichloromethane (2×), and the combined organic layers were dried over magnesium sulfate and concentrated in vacuo. The crude reside was purified by flash column chromatography (0-100% ethyl acetate in hexane) to yield 4-tert-butyl-N-{4-chloro-2-[N′-(2-isopropoxy-acetyl)-hydrazinocarbonyl]-phenyl}-benzenesulfonamide as a yellow solid.

1. concentrationThe reaction was concentrated
2. addition3 mL of THF was added
3. stirringAfter the reaction was stirred for 1 h
4. customit was quenched with water
5. additiondiluted with ethyl acetate
6. extractionThe aqueous phase was extracted with ethyl acetate (3×) and dichloromethane (2×)
7. dry with materialthe combined organic layers were dried over magnesium sulfate
8. concentrationconcentrated in vacuo
9. customThe crude reside was purified by flash column chromatography (0-100% ethyl acetate in hexane)