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Toluene → HCID 86596038, 화합물

HRID 2353364
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HRID 2353364 반응식
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)=O)=[CH:4][C:3]=1[C:18]([F:21])([F:20])[F:19].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:31])=CC=1.C1(C)C=CC=CC=1>CCOCC>[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)=[S:31])=[CH:4][C:3]=1[C:18]([F:21])([F:20])[F:19]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 1140TolueneHCID 87949Lawesson's reagentHCID 684512324-Chloro-N-(4-methylphenyl)-3-(trifluoromethyl)benzamide

생성물 1

HCID 86596038HCID 86596038, 화합물수율 153.7%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
120 °C

실험 절차

4-chloro-N-p-tolyl-3-trifluoromethyl-benzamide (1.0 g, 3.19 mmol), Lawesson's reagent (774 mg, 0.6 eq.) and toluene (2.5 mL) is mixed in a microwave vial. The mixture is heated to 120° C. for 1000 seconds using microwave irradiation. The mixture turned into clear solution. Ether (50 ml) is added to dilute the reaction mixture. The solution is then washed with brine, dried over MgSO4, filtered and concentrated. The mixture is purified by column chromatography (EtOAc/Hexanes=5/95) to afford 970 mg (92%) of 4-chloro-N-p-tolyl-3-trifluoromethyl-thiobenzamide as a yellow solid.

후처리

  1. custommicrowave irradiation
  2. additionto dilute the reaction mixture
  3. washThe solution is then washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe mixture is purified by column chromatography (EtOAc/Hexanes=5/95)

출처 및 근거

ORD 기록
ord-297527f12e0a481baa5bee39ffd26656
출처 데이터셋
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07750021B2

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