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Bromine → 6-bromo-1-(1-butylpiperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one

HRID 567784
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HRID 567784 반응식
[CH2:1]([N:5]1[CH2:10][CH2:9][CH:8]([N:11]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[NH:13][C:12]2=[O:20])[CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4].[Br:21]Br>C(O)(=O)C>[Br:21][C:17]1[CH:18]=[CH:19][C:14]2[NH:13][C:12](=[O:20])[N:11]([CH:8]3[CH2:9][CH2:10][N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[CH2:6][CH2:7]3)[C:15]=2[CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 24408BromineHCID 45496423-(1-butylpiperidin-4-yl)-1H-benzimidazol-2-one

생성물 1

HCID 212627596-bromo-1-(1-butylpiperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

1-(1-butyl-piperidin-4-yl)-1,3-dihydro-benzimidazol-2-one (0.5 g, 1.38 mmol) was suspended in acetic acid (5 ml) and added bromine (0.07 ml, 1.38 ml) in acetic acid (1 ml). The reaction mixture was stirred at room temperature for 90 minutes, then added water (5 ml) and filtrated, the residue was washed with water, then added ethyl acetate (10 ml) and 1 M sodium hydroxide (aq.) (10 ml). The organic phase was dried with magnesium sulphate and evaporated to dryness. The residue was chromatographed on kieselgel 60 and eluted with ethyl acetate/methanol (7/3 (v/v)). The product fractions was evaporated to a foam. Yield 40 mg (0.1 mmol, 8%). M.p. 179-181° C.

후처리

  1. filtrationadded water (5 ml) and filtrated
  2. washthe residue was washed with water
  3. dry with materialThe organic phase was dried with magnesium sulphate
  4. customevaporated to dryness
  5. customThe residue was chromatographed on kieselgel 60
  6. washeluted with ethyl acetate/methanol (7/3 (v/v))
  7. customThe product fractions was evaporated to a foam

출처 및 근거

ORD 기록
ord-5eb634f47cbc45798560e14bcc82b913
출처 데이터셋
uspto-grants-2001_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06180649B2

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