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

HRID 1061558

반응식

HRID 1061558 반응식
[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]

참가 물질

5

반응물 3

HCID 962WaterHCID 7412Benzoyl chlorideHCID 3126931,2-Dimethylbenzimidazole

생성물 1

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

시약·촉매·용매 1

HCID 8150Diglyme용매

반응 조건

온도
150 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-100b10df66c047c190c5619891062456
출처 데이터셋
uspto-grants-2005_11
특허 번호
US06960591B2

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