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Lawesson's reagent → 5-Bromo-2-chloro-1-(2-phenyl-5-thiazolylmethyl)benzene

HRID 1625890
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HRID 1625890 반응식
[C:1]([NH:9][CH2:10][C:11](=O)[CH2:12][C:13]1[CH:18]=[C:17]([Br:19])[CH:16]=[CH:15][C:14]=1[Cl:20])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:31])=CC=1>C1(C)C=CC=CC=1>[Br:19][C:17]1[CH:16]=[CH:15][C:14]([Cl:20])=[C:13]([CH2:12][C:11]2[S:31][C:1]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[N:9][CH:10]=2)[CH:18]=1
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참가 물질

4

반응물 2

HCID 87949Lawesson's reagentHCID 666074521-(3-Benzoylamino-2-oxopropyl)-5-bromo-2-chlorobenzene

생성물 1

HCID 666086455-Bromo-2-chloro-1-(2-phenyl-5-thiazolylmethyl)benzene수율 72.5%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution of the above 1-(3-benzoylamino-2-oxopropyl)-5-bromo-2-chlorobenzene (710 mg) in toluene (20 ml) was added Lawesson reagent (2.35 g), and the mixture was heated under reflux for 2 hours. The reaction mixture was cooled, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=90:10) to give the desired 5-bromo-2-chloro-1-(2-phenyl-5-thiazolylmethyl)benzene (512 mg) as a colorless solid. APCI-Mass m/Z 364/366 (M+H).

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. temperatureThe reaction mixture was cooled
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=90:10)

출처 및 근거

ORD 기록
ord-680c580525ab40d3a166e226c155ed71
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08785403B2

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