Ethanol → 5-methoxy-1H-benzimidazole

HRID 1034276ノート

反応式

HRID 1034276 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[C:5]([NH2:10])[CH:4]=1.[C:11](=O)([O-])[O-].[Ca+2].C(O)C>C(O)=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]2[N:9]=[CH:11][NH:10][C:5]=2[CH:4]=1

参加物

5

反応物 3

HCID 702EthanolHCID 10112Calcium CarbonateHCID 1534044-Methoxy-o-phenylenediamine

生成物 1

HCID 785985-methoxy-1H-benzimidazole収率 99.9%

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

実験手順

4-Methoxy-1,2-phenylenediamine (5.00 g, 36 mmol) was dissolved in formic acid (10 ml) and heated at reflux for 2 hours. The solution was allowed to cool to room temperature overnight then treated with calcium carbonate (5.0 g). After dilution with ethanol (150 ml) the mixture was heated at reflux for 1 h then filtered, the residue being washed with hot ethanol (50 ml). The combined filtrates were evaporated at reduced pressure to give an oil from which a solid crystallised. The material was slurried with diethyl ether (50 ml) then filtered to give an orange solid which was recrystallised from ethyl acetate to give 5-methoxybenzimidazole (5.33 g, 99%) as a yellow crystalline solid.

後処理

  1. temperatureheated
  2. temperatureat reflux for 2 hours
  3. temperatureat reflux for 1 h
  4. filtrationthen filtered
  5. washthe residue being washed with hot ethanol (50 ml)
  6. customThe combined filtrates were evaporated at reduced pressure
  7. customto give an oil from which a solid
  8. customcrystallised
  9. filtrationthen filtered
  10. customto give an orange solid which
  11. customwas recrystallised from ethyl acetate

出典と根拠

ORDレコード
ord-82cdb1eb7b8d4448bd20731485c35c23
出典データセット
uspto-grants-1994_05
特許番号
US05314880

反応ノート

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