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Ammonia → 1-(benzenesulfonyl)-1H-indole-2-sulfonamide

HRID 1904171
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HRID 1904171 반응식
[C:1]1([S:7]([N:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[C:11]2[S:19](Cl)(=[O:21])=[O:20])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH3:23]>C1COCC1>[C:1]1([S:7]([N:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[C:11]2[S:19]([NH2:23])(=[O:21])=[O:20])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 222AmmoniaHCID 142562991-(Benzenesulfonyl)-1H-indole-2-sulfonyl chloride

생성물 1

HCID 142563001-(benzenesulfonyl)-1H-indole-2-sulfonamide수율 97.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of 10 g (0.0281 mole) of 1-phenylsulfonyl-1H-indole-2-sulfonyl chloride in 150 ml anhydrous THF was added at -78° 4 ml (0.192 mole) of anhydrous ammonia. The resulting slurry was allowed to warm to room temperature over 30 minutes, then was sparged with nitrogen to remove excess ammonia. The slurry was filtered and the filtrate evaporated in vacuo to afford 9.19 g of tan solid, m.p. 199°-200.5°, 1H NMR (CDCl3 /DMSO-d6) δ7.23-7.77 (m, 9H), 8.1-8.28 (m, 3H, C-3 proton and SO2NH2). The infrared spectrum of the product included absorptions at 3400 and 3280 cm-1 (SO2NH2).

후처리

  1. customwas sparged with nitrogen
  2. customto remove excess ammonia
  3. filtrationThe slurry was filtered
  4. customthe filtrate evaporated in vacuo

출처 및 근거

ORD 기록
ord-e7452656e347409da199a17e75d433f7
출처 데이터셋
uspto-grants-1989_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04836846

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