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

HRID 1944496ノート

反応式

HRID 1944496 の反応式
[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

参加物

5

反応物 3

HCID 679Dimethyl SulfoxideHCID 2723840Benzenesulfinic acid, sodium salt2 回HCID 127422785-bromo-1-methyl-1H-imidazole-4-carbaldehyde

生成物 1

HCID 866522145-benzenesulfonyl-1-methyl-1H-imidazole-4-carbaldehyde収率 61.2%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
180 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-3fbf8903b7da4cb3875cfe3b5be1b0ca
出典データセット
uspto-grants-2013_03
特許番号
US08394836B2

反応ノート

読み込み中…