Hydrochloric Acid → Ethyl (4-bromo-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)acetate

HRID 1270402노트

반응식

HRID 1270402 반응식
C([N:4]1[C:8]2[C:9]([Br:13])=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:5]1=[O:20])(=O)C.Cl>C(O)C>[Br:13][C:9]1[C:8]2[NH:4][C:5](=[O:20])[N:6]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:7]=2[CH:12]=[CH:11][CH:10]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 86607788Ethyl (3-acetyl-4-bromo-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)acetate

생성물 1

HCID 86607789Ethyl (4-bromo-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)acetate

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Ethyl (3-acetyl-4-bromo-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)acetate (500 mg, 1.47 mmol) was dissolved in ethanol (10 mL) and 6 M aqueous HCl (20 mL) and heated at reflux. After 2 h, the reaction was concentrated and redissolved in ethanol (10 mL). The mixture was treated with concentrated H2SO4 (0.5 mL) and heated at reflux. After 1 h, the cooled reaction mixture was partitioned between saturated aqueous NaHCO3 and CH2Cl2. The organic layer was dried over sodium sulfate, filtered, and concentrated to give the title compound. MS: m/z=301 (M+1).

후처리

  1. temperatureat reflux
  2. concentrationthe reaction was concentrated
  3. dissolutionredissolved in ethanol (10 mL)
  4. additionThe mixture was treated with concentrated H2SO4 (0.5 mL)
  5. temperatureheated
  6. temperatureat reflux
  7. waitAfter 1 h
  8. customthe cooled reaction mixture
  9. customwas partitioned between saturated aqueous NaHCO3 and CH2Cl2
  10. dry with materialThe organic layer was dried over sodium sulfate
  11. filtrationfiltered
  12. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1dc211cf644d45f0bda984925aa11377
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07202251B2

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