Sodium hydride → 1,4-Dimethyl-2-(4-methoxybenzylthio)-5-[2-(methylsulfinyl)-2-(methylthio)ethenyl]imidazole

HRID 622112ノート

反応式

HRID 622112 の反応式
[CH3:1][N:2]1[C:6]([CH:7]=O)=[C:5]([CH3:9])[N:4]=[C:3]1[S:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1.[H-].[Na+].C[CH:23]([S:27][CH:28](S(C)=O)C)[S:24]([CH3:26])=[O:25]>O1CCCC1>[CH3:1][N:2]1[C:6]([CH:7]=[C:23]([S:24]([CH3:26])=[O:25])[S:27][CH3:28])=[C:5]([CH3:9])[N:4]=[C:3]1[S:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 142571041,4-Dimethyl-5-formyl-2-(4-methoxybenzylthio)imidazoleHCID 54140058Methylmethylsulfinylmethyl sulfide

生成物 1

HCID 541074581,4-Dimethyl-2-(4-methoxybenzylthio)-5-[2-(methylsulfinyl)-2-(methylthio)ethenyl]imidazole

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

1,4-Dimethyl-5-formyl-2-(4-methoxybenzylthio)imidazole (8 g, 0.03 mole) in tetrahydrofuran (30 ml) was added to a mixture prepared by adding sodium hydride (1.8 g, 38 mmoles) to a solution of methyl methylsulfinylmethylsulfide (4.7 g, 38 mmoles) in tetrahydrofuran. The mixture was stirred for 16 hours, concentrated in vacuo and the residue was partitioned between water and methylene chloride. The organic phase was dried with sodium sulfate, concentrated in vacuo and the residue chromatographed on silica gel eluted with ethyl acetate to give 1,4-dimethyl-2-(4-methoxybenzylthio)-5-[2-(methylsulfinyl)-2-(methylthio)ethenyl]imidazole.

後処理

  1. customprepared
  2. concentrationconcentrated in vacuo
  3. customthe residue was partitioned between water and methylene chloride
  4. dry with materialThe organic phase was dried with sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customthe residue chromatographed on silica gel
  7. washeluted with ethyl acetate

出典と根拠

ORDレコード
ord-c436c1b997534d30b83ff7fc79da1253
出典データセット
uspto-grants-1988_09
特許番号
US04769386

反応ノート

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