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Benzyl Isothiocyanate → 3-Benzyl-1-methyl-2-thioxoimidazolidin-4-one

HRID 1241987
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HRID 1241987 반응식
Cl.CO[C:4](=[O:8])[CH2:5][NH:6][CH3:7].C1CCN2C(=NCCC2)CC1.[CH2:20]([N:27]=[C:28]=[S:29])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(O)C>[CH2:20]([N:27]1[C:4](=[O:8])[CH2:5][N:6]([CH3:7])[C:28]1=[S:29])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1
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참가 물질

5

반응물 3

HCID 2346Benzyl IsothiocyanateHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 83544Glycine, N-methyl-, methyl ester, hydrochloride (1:1)

생성물 1

HCID 219376293-Benzyl-1-methyl-2-thioxoimidazolidin-4-one수율 99.9%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of sarcosine methyl ester hydrochloride (0.56 g, 4.0 mmol) and DBU (0.60 mL, 4.0 mmol) in anhydrous ethanol added benzyl isothiocyanate (0.53 mL, 4.0 mmol). The resulting solution was heated at reflux 16 h, cooled, concentrated and chromatographed (silica gel, DCM) to give the title compound (0.88 g, quant.). 1H-NMR (CDCl3): δ 7.49–7.53 (2H, m), 7.28–7.35 (3H, m), 5.02 (2H, s), 4.03 (2H, s), 3.34 (3H, s).

후처리

  1. temperatureThe resulting solution was heated
  2. temperatureat reflux 16 h
  3. temperaturecooled
  4. concentrationconcentrated
  5. customchromatographed (silica gel, DCM)

출처 및 근거

ORD 기록
ord-31168669904348c2ad1445dc9aed39a1
출처 데이터셋
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07115640B2

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