Lawesson's reagent → 4-bromo-3-methyl-N-trimethylsilanylmethyl-thiobenzamide

HRID 241511노트

반응식

HRID 241511 반응식
[Br:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([NH:8][CH2:9][Si:10]([CH3:13])([CH3:12])[CH3:11])=O)=[CH:4][C:3]=1[CH3:16].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:26])=CC=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([NH:8][CH2:9][Si:10]([CH3:13])([CH3:12])[CH3:11])=[S:26])=[CH:4][C:3]=1[CH3:16]

참가 물질

4

반응물 2

HCID 87949Lawesson's reagentHCID 668364694-bromo-3-methyl-N-(trimethylsilylmethyl)benzamide

생성물 1

HCID 866910454-bromo-3-methyl-N-trimethylsilanylmethyl-thiobenzamide수율 123.7%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a suspension of 4-bromo-3-methyl-N-trimethylsilanylmethyl-benzamide (32.75 g, 109.1 mmol) in toluene (250 mL) was added Lawesson's reagent (31.32 g, 77.44 mmol) at room temperature. The mixture was heated at reflux for 1 h and cooled to ambient temperature. After adsorption of the reaction mixture on silica gel, the solvents were distilled off in vacuum. The residue was purified by flash chromatography on silica gel to give the title compound (30.3 g, 88%).

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 1 h
  3. distillationAfter adsorption of the reaction mixture on silica gel, the solvents were distilled off in vacuum
  4. customThe residue was purified by flash chromatography on silica gel

출처 및 근거

ORD 기록
ord-ab5fa87ae87945ecaa25b8f497c3b53f
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653000B2

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