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

HRID 494329노트

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HRID 494329 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-910b576fab2c420a8afa248ef20cf016
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07538133B2

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