Dimethyl Sulfoxide → 5-benzenesulfonyl-1-methyl-1H-imidazole-4-carbaldehyde

HRID 1944496노트

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HRID 1944496 반응식
[Na+].[C:2]1([S:8]([O-:10])=[O:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[C:12]1[N:16]([CH3:17])[CH:15]=[N:14][C:13]=1[CH:18]=[O:19].CS(C)=O>C(OCC)(=O)C>[C:2]1([S:8]([C:12]2[N:16]([CH3:17])[CH:15]=[N:14][C:13]=2[CH:18]=[O:19])(=[O:10])=[O:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 679Dimethyl SulfoxideHCID 2723840Benzenesulfinic acid, sodium salt2회HCID 127422785-bromo-1-methyl-1H-imidazole-4-carbaldehyde

생성물 1

HCID 866522145-benzenesulfonyl-1-methyl-1H-imidazole-4-carbaldehyde수율 61.2%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

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온도
180 °C

실험 절차

A mixture of benzenesulfinic acid sodium salt (0.065 g), 5-bromo-1-methyl-1H-imidazole-4-carbaldehyde (0.037 g) and dimethyl sulfoxide (2.0 mL) was heated by microwave irradiation at 180° C. for 10 minutes. The mixture was treated with additional benzenesulfinic acid sodium salt (0.065 g), and heated by microwave irradiation at 180° C. for 40 minutes. The mixture was diluted with ethyl acetate, washed with water and dried over magnesium sulfate. The solvent was removed under reduced pressure and the residue was triturated with cyclohexane to afford a yellow solid. The solid was collected by filtration, washed with cyclohexane and dried to afford the title compound (0.030 g).

후처리

  1. temperatureheated by microwave irradiation at 180° C. for 40 minutes
  2. washwashed with water
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent was removed under reduced pressure
  5. customthe residue was triturated with cyclohexane
  6. customto afford a yellow solid
  7. filtrationThe solid was collected by filtration
  8. washwashed with cyclohexane
  9. customdried

출처 및 근거

ORD 기록
ord-3fbf8903b7da4cb3875cfe3b5be1b0ca
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08394836B2

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