반응 #3791

반응 방정식

2,2'-dithiobisbenzoyl chloride

4-(aminomethyl)benzenesulfonamide hydrochloride hydrate

N-methyl-N-(trimethylsilyl)acetamide

→

title compound

수율 35.4%

2,2'-Dithiobis[N-[[4-(aminosulfonyl)phenyl]methy]benzamide]

수율 35.4%

용매

pyridine

dichloromethane

반응 조건

후처리

1. 1
   온도The solution was cooled to 0° C. to 5° C.
2. 2
   기타the dichloromethane was removed in vacuo
3. 3
   기타The crude product was precipitated with the addition of water
4. 4
   여과the resulting solid was collected by filtration
5. 5
   기타The crude product was recrystallized from a mixture of dimethylformamide, ethanol, and water

실험 절차

A slurry of 4-(aminomethyl)benzenesulfonamide hydrochloride hydrate (6.5 g, 29 mmol) in 100 mL pyridine was allowed to stir with N-methyl-N-(trimethylsilyl)acetamide (13.4 mL, 83.0 mmol) until a homogenous solution occurred. The solution was cooled to 0° C. to 5° C. and a solution of 2,2'-dithiobisbenzoyl chloride (4.0 9, 16.0 mmol) in 20 mL dichloromethane was added dropwise. The resulting solution was allowed to stir for 18 hours and the dichloromethane was removed in vacuo. The crude product was precipitated with the addition of water and the resulting solid was collected by filtration. The crude product was recrystallized from a mixture of dimethylformamide, ethanol, and water to yield 3.3 g of the title compound, mp 267°-269° C.

출처