Acetic Acid → 1H-Benzimidazole, 2-propoxy-

HRID 277458노트

반응식

HRID 277458 반응식
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH2:7].[C:9](O)(=O)C.[C:13]([O:16][CH2:17][CH3:18])(=O)C>C([O-])([O-])([O-])OCCC>[CH2:17]([O:16][C:13]1[NH:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=2[N:8]=1)[CH2:18][CH3:9]

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 7243O-PhenylenediamineHCID 8857Ethyl Acetate

생성물 1

HCID 30406051H-Benzimidazole, 2-propoxy-

시약·촉매·용매 1

HCID 86586169Propyl orthocarbonate용매

반응 조건

온도
80 °C

실험 절차

To a solution of o-phenylenediamine (2 g) in propyl orthocarbonate (5 ml) was added acetic acid (1.1 ml) and the solution was stirred at 80° C. for 3 hours. To the reaction mixture was added ethyl acetate, and the solution was washed with an aqueous solution of sodium hydrogen carbonate and water, then dried (Na2SO4), followed by concentration to dryness. The concentrate was purified by column chromatography on silica gel to give crystals. Recrystallization from ethyl acetate—benzene afforded colorless crystals (1.54 g, 47%), m.p. 163-164° C.

후처리

  1. washthe solution was washed with an aqueous solution of sodium hydrogen carbonate and water
  2. dry with materialdried (Na2SO4)
  3. concentrationfollowed by concentration to dryness
  4. customThe concentrate was purified by column chromatography on silica gel
  5. customto give crystals
  6. customRecrystallization from ethyl acetate—benzene afforded colorless crystals (1.54 g, 47%), m.p. 163-164° C.

출처 및 근거

ORD 기록
ord-e082e13698704d5a82181bc24b9ff6c5
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06355808B2

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