Chlorosulfonic acid → 1-Acetyl-2,3-dihydro-1H-indole-5-sulfonyl chloride

HRID 1256059

반응식

HRID 1256059 반응식
[Cl:1][S:2]([OH:5])(=O)=[O:3].[C:6]([N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][CH2:10]1)(=[O:8])[CH3:7]>>[C:6]([N:9]1[C:17]2[C:12](=[CH:13][C:14]([S:2]([Cl:1])(=[O:5])=[O:3])=[CH:15][CH:16]=2)[CH2:11][CH2:10]1)(=[O:8])[CH3:7]

참가 물질

3

반응물 2

HCID 24638Chlorosulfonic acidHCID 276731-(2,3-Dihydro-1H-indol-1-yl)ethan-1-one

생성물 1

HCID 140245961-Acetyl-2,3-dihydro-1H-indole-5-sulfonyl chloride

반응 조건

온도
70 °C

실험 절차

Chlorosulfonic acid (3 mL, 45 mmol) was added slowly to N-acetylindoline (1.0 g, 6.2 mmol), resulting in a strongly exothermic reaction. The mixture was then heated to 70° C. for 2 h. The mixture was allowed to cool to rt and was then poured onto crushed ice resulting in the formation of a cream precipitate that was isolated by filtration to give the title compound as a cream solid: yield; 1.34 g (52%). 1H NMR (400 MHz, DMSO-d6) δ (ppm): 7.93-7.91 (m, 1H), 7.41-7.40 (m, 1H), 7.40-7.38 (m, 1H), 4.06 (t, J=7.8 Hz, 2H), 3.09 (t, J=7.8 Hz, 2H), 2.13 (s, 3H).

후처리

  1. customresulting in a strongly exothermic reaction
  2. temperatureto cool to rt
  3. additionwas then poured
  4. customonto crushed ice resulting in the formation of a cream precipitate that
  5. customwas isolated by filtration

출처 및 근거

ORD 기록
ord-eb658810335246629edda1c3df1c2fc1
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08461134B2

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