Methanol → 1-(4,5-dihydro-1H-imidazol-2-ylmethyl)-1H-indole-3-sulfonic Acid

HRID 23418

반응식

HRID 23418 반응식
[NH:1]1[CH2:5][CH2:4][N:3]=[C:2]1[CH2:6][N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=[CH:8]1.C[Si]([O:20][S:21](Cl)(=[O:23])=[O:22])(C)C.CO>ClC(Cl)C>[NH:3]1[CH2:4][CH2:5][N:1]=[C:2]1[CH2:6][N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([S:21]([OH:23])(=[O:22])=[O:20])=[CH:8]1

참가 물질

5

반응물 3

HCID 887MethanolHCID 78059Trimethylsilyl chlorosulphateHCID 225740011-(4,5-Dihydro-1H-imidazol-2-ylmethyl)-1H-indole

생성물 1

HCID 225740321-(4,5-dihydro-1H-imidazol-2-ylmethyl)-1H-indole-3-sulfonic Acid

시약·촉매·용매 1

HCID 63651,1-Dichloroethane용매

실험 절차

1-(4,5-Dihydro-1H-imidazol-2-ylmethyl)-1H-indole (1.0 g, 4.243 mmol) was dissolved/suspended in dichloroethane (120 ml) and cooled in ice under a nitrogen atmosphere. Trimethylsilylchlorosulfonate (0.654 ml, 0.801 g, 4.243 mmol) was added to the cooled solution dropwise with stirring. The mixture was allowed to warm up to room temperature with stirring, and stirring was continued overnight. Methanol (20 mL) was then added, followed by stirring at room temperature for 20 minutes. The mixture was then rotovapped to dryness. The crude product was recrystallized from MeOH/EtOAc as the hydrochloride salt of 1-(4,5-dihydro-1H-imidazol-2-ylmethyl)-1H-indole-3-sulfonic acid.

후처리

  1. temperaturecooled in ice under a nitrogen atmosphere
  2. stirringwith stirring
  3. stirringstirring
  4. stirringby stirring at room temperature for 20 minutes
  5. customThe crude product was recrystallized from MeOH/EtOAc as the hydrochloride salt of 1-(4,5-dihydro-1H-imidazol-2-ylmethyl)-1H-indole-3-sulfonic acid

출처 및 근거

ORD 기록
ord-d6b16d7c07814c4788a5b54d5ffb8990
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06852726B2

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