1,1-Dichloroethane → 5-chloro-1H-indole-3-sulfonic acid

HRID 23412

반응식

HRID 23412 반응식
Cl[C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[CH:7]2.C[Si]([O:15][S:16](Cl)(=[O:18])=[O:17])(C)C.[Cl:20]C(Cl)C>>[Cl:20][C:4]1[CH:5]=[C:6]2[C:10](=[CH:2][CH:3]=1)[NH:9][CH:8]=[C:7]2[S:16]([OH:18])(=[O:17])=[O:15]

참가 물질

4

반응물 3

HCID 63651,1-DichloroethaneHCID 78059Trimethylsilyl chlorosulphateHCID 1046447-chloro-1H-indole

생성물 1

HCID 225740525-chloro-1H-indole-3-sulfonic acid

반응 조건

온도
-10 °C

실험 절차

7-Chloroindole (1.51 g, 10 mmole) was dissolved in 2 ml dichloroethane and cooled under nitrogen to −10° C. in an ice-salt-acetone bath. Trimethylsilylchlorosulfonate (1.89 g, 1.6 ml, 10 mmole) was slowly added with stirring. Upon termination of the addition, the reaction was allowed to warm to room temperature and stirred for 30 min at this temperature. The dark red solution was evaporated to dryness and the solvent was replaced with 50 ml ethyl acetate. Methanol (5 ml) was added and the solvents were removed and the residue thoroughly dried to afford the crude 5-chloro-1H-indole-3-sulfonic acid as a red oil. Step 2 7-Chloro-1H-indole-3-sulfonic acid dimethylamide

후처리

  1. additionUpon termination of the addition
  2. temperatureto warm to room temperature
  3. stirringstirred for 30 min at this temperature
  4. customThe dark red solution was evaporated to dryness
  5. additionMethanol (5 ml) was added
  6. customthe solvents were removed
  7. customthe residue thoroughly dried

출처 및 근거

ORD 기록
ord-70c1fae9fcc645429cb95f1019463575
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06852726B2

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