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

HRID 23412

反応式

HRID 23412 の反応式
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]

参加物

4

反応物 3

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

生成物 1

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

反応条件

温度
-10 °C

実験手順

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

後処理

  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

出典と根拠

ORDレコード
ord-70c1fae9fcc645429cb95f1019463575
出典データセット
uspto-grants-2005_02
特許番号
US06852726B2

関連ノート

読み込み中…