Water → 2-(1-methyl-1H-benzimidazol-2-yl)-1,3-diphenylpropane-1,3-dione

HRID 1061558

反応式

HRID 1061558 の反応式
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:10][N:11]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[N:13]=[C:12]1[CH3:20].[OH2:21]>COCCOCCOC>[CH3:10][N:11]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[N:13]=[C:12]1[CH:20]([C:1]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:21])[C:1]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:8]

参加物

5

反応物 3

HCID 962WaterHCID 7412Benzoyl chlorideHCID 3126931,2-Dimethylbenzimidazole

生成物 1

HCID 222851722-(1-methyl-1H-benzimidazol-2-yl)-1,3-diphenylpropane-1,3-dione

試薬・触媒・溶媒 1

HCID 8150Diglyme溶媒

反応条件

温度
150 °C

実験手順

Benzoyl chloride (1.68 g) was added to a mixture of 1,2-dimethylbenzimidazole (0.5 g) and TEA (1.21 g) in Diglyme (5 ml) at room temperature. The reaction mixture was stirred at 120° C. for 1 hour and successively at 150° C. for 6 hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The obtained residue was subjected to silica gel column chromatography to obtain crude crystals from the fractions eluted with chloroform. The crystals were recrystallized from ethyl acetate to obtain 2-(1-methyl-1H-benzimidazol-2-yl)-1,3-diphenylpropane-1,3-dione (0.81 g). Hereinafter, the compound of Example 115 was obtained similarly.

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customto obtain crude crystals from the fractions
  6. washeluted with chloroform
  7. customThe crystals were recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-100b10df66c047c190c5619891062456
出典データセット
uspto-grants-2005_11
特許番号
US06960591B2

関連ノート

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