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

HRID 612758ノート

反応式

HRID 612758 の反応式
[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]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 7243O-PhenylenediamineHCID 8857Ethyl Acetate

生成物 1

HCID 30406051H-Benzimidazole, 2-propoxy-

試薬・触媒・溶媒 1

HCID 86586169Propyl orthocarbonate溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3ccc118d67e74ab798db017b63989585
出典データセット
uspto-grants-1999_12
特許番号
US06004989

反応ノート

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