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

HRID 622112노트

반응식

HRID 622112 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c436c1b997534d30b83ff7fc79da1253
출처 데이터셋
uspto-grants-1988_09
특허 번호
US04769386

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