Phenethyl Isothiocyanate → 1-(1H-indol-5-ylmethyl)-3-phenethylthiourea

HRID 656259

反応式

HRID 656259 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([CH2:10][NH2:11])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[CH2:12]([N:20]=[C:21]=[S:22])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CN(C)C=O.ClCCl>[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([CH2:10][NH:11][C:21]([NH:20][CH2:12][CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[S:22])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

参加物

5

反応物 2

HCID 16741Phenethyl IsothiocyanateHCID 54791(1H-indol-5-yl)methanamine

生成物 1

HCID 590880511-(1H-indol-5-ylmethyl)-3-phenethylthiourea収率 83%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

(1H-indol-5-yl)methylamine (8.5 mg) prepared in Step 1 was dissolved in dimethylformamide (100 μl) and the solution was diluted with dichloromethane (1 ml). To the diluted solution was added phenethylisothiocyanate (40 μl) and the mixture was stirred at room temperature for 2 hours. The resulting mixture was concentrated under reduced pressure and the obtained residue was chromatographed on a silica gel column eluting with ethyl acetate/hexane (2/3) to yield 1-(1H-indol-5-ylmethyl)-3-phenethylthiourea (15 mg, 83%).

後処理

  1. concentrationThe resulting mixture was concentrated under reduced pressure
  2. customthe obtained residue was chromatographed on a silica gel column
  3. washeluting with ethyl acetate/hexane (2/3)

出典と根拠

ORDレコード
ord-f2de0c308d394d2782bb9941f6562262
出典データセット
uspto-grants-2011_12
特許番号
US08071650B2

関連ノート

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