Ethanol → 3-Methyl[1,3]thiazolo[3,2-a]benzimidazole

HRID 478846

反応式

HRID 478846 の反応式
[SH:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[CH3:11][CH2:12]O.[OH-].[K+].[CH3:16]COC(C)=O>>[CH3:16][C:12]1[N:6]2[C:2](=[N:3][C:4]3[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=32)[S:1][CH:11]=1

参加物

5

反応物 4

HCID 702EthanolHCID 8857Ethyl AcetateHCID 14797Potassium HydroxideHCID 178527775HCID 178527775、化合物

生成物 1

HCID 8282853-Methyl[1,3]thiazolo[3,2-a]benzimidazole

実験手順

2-Mercaptobenzoimidazole (15.0 g) was added to EtOH (100 ml) solution of KOH (6.60 g), and the mixture was heated under reflux for 1 hour. After cooling to room temperature, this was mixed with 2-chloroacetone (7.96 ml) and stirred overnight. The reaction solution was mixed with EtOAc and stirred, the insoluble matter was removed by filtration and then the solvent was evaporated under a reduced pressure. The thus obtained oily material was dissolved in concentrated sulfuric acid (100 ml) and stirred at room temperature for 6 hours. The reaction solution was poured into ice water and then neutralized with 28% NH3 aqueous solution, and the resulting precipitate was collected by filtration. This was recrystallized from MeOH to obtain the title compound (9.60 g) as light brown crystals. (J. O. C., 29 (4), 865-9 (1964))

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 hour
  3. stirringstirred
  4. customthe insoluble matter was removed by filtration
  5. customthe solvent was evaporated under a reduced pressure
  6. dissolutionThe thus obtained oily material was dissolved in concentrated sulfuric acid (100 ml)
  7. stirringstirred at room temperature for 6 hours
  8. additionThe reaction solution was poured into ice water
  9. filtrationthe resulting precipitate was collected by filtration
  10. customThis was recrystallized from MeOH

出典と根拠

ORDレコード
ord-e71f72a8e04b47a687b2f30222c34596
出典データセット
uspto-grants-2003_11
特許番号
US06642264B1

関連ノート

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