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Lawesson's reagent → 4-isopropoxycarbonyl-3-(R,S)-phenyl-3,4-dihydro-1,4,5-triazanaphthalene-2(1H)-thione

HRID 21538
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HRID 21538 반응식
[CH:1]([O:4][C:5]([N:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][N:15]=2)[NH:10][C:9](=O)[CH:8]1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:6])([CH3:3])[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:33])=CC=1>>[CH:1]([O:4][C:5]([N:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][N:15]=2)[NH:10][C:9](=[S:33])[CH:8]1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:6])([CH3:3])[CH3:2]
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참가 물질

3

반응물 2

HCID 87949Lawesson's reagentHCID 199328854-isopropoxycarbonyl-3-(R,S)-phenyl-3,4-dihydro-1,4,5-triazanaphthalen-2(1H)-one

생성물 1

HCID 199327814-isopropoxycarbonyl-3-(R,S)-phenyl-3,4-dihydro-1,4,5-triazanaphthalene-2(1H)-thione수율 62%

실험 절차

200 mg (0.64 mmol) of 4-isopropoxycarbonyl-3-(R,S)-phenyl-3,4-dihydro-1,4,5-triazanaphthalen-2(1H)-one were reacted with 400 mg of Lawesson's reagent in analogy to Example 20 (reaction conditions: 10 hours at 80° C. The crude product was concentrated and chromatographed on silica gel (ethyl acetate/n-heptane=1:2). 130 mg (62%) of 4-isopropoxycarbonyl-3-(R,S)-phenyl-3,4-dihydro-1,4,5-triazanaphthalene-2(1H)-thione, of melting point 188°-189° C., were obtained.

후처리

  • customreaction conditions
  • custom10 hours
  • customat 80° C
  • concentrationThe crude product was concentrated
  • customchromatographed on silica gel (ethyl acetate/n-heptane=1:2)
  • 출처 및 근거

    ORD 기록
    ord-b78b24c5151147d8a06296c48fd132f4
    출처 데이터셋
    uspto-grants-1995_06
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US05424311

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