Lawesson's reagent → 5,6-dihydro-2-(2-phenylethyl)-4H-imidazo[4,5,1-ij]quinoline-6-thiol

HRID 341843노트

반응식

HRID 341843 반응식
[C:1]1([CH2:7][CH2:8][C:9]2[N:19]3[C:20]4[C:15]([CH:16](O)[CH2:17][CH2:18]3)=[CH:14][CH:13]=[CH:12][C:11]=4[N:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:31])=CC=1>C1(C)C(C)=CC=CC=1>[C:1]1([CH2:7][CH2:8][C:9]2[N:19]3[C:20]4[C:15]([CH:16]([SH:31])[CH2:17][CH2:18]3)=[CH:14][CH:13]=[CH:12][C:11]=4[N:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

4

반응물 2

HCID 87949Lawesson's reagentHCID 98604535,6-dihydro-2-(2-phenylethyl)-4H-imidazo[4,5,1-ij]quinolin-6-ol

생성물 1

HCID 158384715,6-dihydro-2-(2-phenylethyl)-4H-imidazo[4,5,1-ij]quinoline-6-thiol수율 30.9%

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

A portion (5.55 g) of 5,6-dihydro-2-(2-phenylethyl)-4H-imidazo[4,5,1-ij]quinolin-6-ol obtained in Example 4 was suspended in xylene (700 mL); following the addition of a Lawesson reagent (4.04 g), the suspension was heated under reflux for 30 min under an argon atmosphere. After standing to cool, the supernatant was concentrated under vacuum and the residue was purified by silica gel column chromatography (eluent: toluene/ethyl acetate) to yield the titled compound as colorless crystals (0.91 g).

후처리

  1. temperaturethe suspension was heated
  2. temperatureunder reflux for 30 min under an argon atmosphere
  3. temperatureto cool
  4. concentrationthe supernatant was concentrated under vacuum
  5. customthe residue was purified by silica gel column chromatography (eluent: toluene/ethyl acetate)

출처 및 근거

ORD 기록
ord-507ae99047eb43cba06871e3f86b754e
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05856334

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