반응 #78399

반응 방정식

N-(3,4,5-trimethoxyphenyl)-1-methylindoline-5-sulfonamide

2,3-dichloro-5,6-dicyano-1,4-benzoquinone

→

desired product

수율 81.5%

1-methyl-N-(3,4,5-trimethoxyphenyl)-1H-indole-5-sulfonamide

수율 81.5%

용매

THF

반응 조건

후처리

1. 1
   workup.STIRRINGstirred for 10 hours
2. 2
   농축The mixture was concentrated to half of its original volume
3. 3
   workup.ADDITIONdiluted with methyl tert-butyl ether (70 mL)
4. 4
   온도cooled to 0° C.
5. 5
   workup.STIRRINGstirred for 2 hours
6. 6
   여과filtered
7. 7
   세척The resulting solid was washed with methyl tert-butyl ether (50 mL)
8. 8
   기타dried
9. 9
   기타recrystallized from acetonitrile and methyl tert-butyl ether

실험 절차

A 0° C. slurry of N-(3,4,5-trimethoxyphenyl)-1-methylindoline-5-sulfonamide (11.3 g, 0.030 mol) in THF (130 mL) was treated with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (7.15 g, 0.0315 mol), stirred for 4 hours, warmed to 25° C., and stirred for 10 hours. The mixture was concentrated to half of its original volume, diluted with methyl tert-butyl ether (70 mL), cooled to 0° C., stirred for 2 hours, and filtered. The resulting solid was washed with methyl tert-butyl ether (50 mL), dried, and recrystallized from acetonitrile and methyl tert-butyl ether to provide 9.2 g of the desired product (81%).

출처