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

HRID 725131노트

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HRID 725131 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

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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-b9f09e7384d8479bb26c630b7a3969d1
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05705517

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