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

HRID 478846노트

반응식

HRID 478846 반응식
[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

참가 물질

5

반응물 4

HCID 702EthanolHCID 8857Ethyl AcetateHCID 14797Potassium HydroxideHCID 178527775HCID 178527775, 화합물

생성물 1

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

실험 절차

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))

후처리

  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

출처 및 근거

ORD 기록
ord-e71f72a8e04b47a687b2f30222c34596
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06642264B1

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