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

HRID 241511ノート

反応式

HRID 241511 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 866910454-bromo-3-methyl-N-trimethylsilanylmethyl-thiobenzamide収率 123.7%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-ab5fa87ae87945ecaa25b8f497c3b53f
出典データセット
uspto-grants-2014_02
特許番号
US08653000B2

反応ノート

読み込み中…