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

HRID 656259

반응식

HRID 656259 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

실험 절차

(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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-f2de0c308d394d2782bb9941f6562262
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071650B2

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