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

HRID 23418

反応式

HRID 23418 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d6b16d7c07814c4788a5b54d5ffb8990
出典データセット
uspto-grants-2005_02
特許番号
US06852726B2

関連ノート

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