Acetyl chloride → 7-Acetyl-5-methylimidazo[5,1-b]thiazole

HRID 989820노트

반응식

HRID 989820 반응식
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](Cl)(=[O:7])[CH3:6].[CH3:9][C:10]1[N:17]2[C:13]([S:14][CH:15]=[CH:16]2)=[CH:12][N:11]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(=S)=S.ClCCl>[C:5]([C:12]1[N:11]=[C:10]([CH3:9])[N:17]2[CH:16]=[CH:15][S:14][C:13]=12)(=[O:7])[CH3:6]

참가 물질

7

반응물 4

HCID 6367Acetyl chlorideHCID 10340Sodium CarbonateHCID 6451240Aluminum(III) ChlorideHCID 177738035-Methylimidazo[5,1-b]thiazole

생성물 1

HCID 234491157-Acetyl-5-methylimidazo[5,1-b]thiazole

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 6348Carbon Disulfide용매

실험 절차

Aluminum chloride (6.96 g) was added to a solution of 4.33 ml of acetyl chloride in 40 ml of carbon disulfide. A solution of 1.20 g of 5-methylimidazo[5,1-b]thiazole in 40 ml of dichloromethane was added dropwise thereto. The mixture was stirred at room temperature for 24 hr. The reaction solution was poured into 40 g of ice. Dichloromethane (100 ml) was added thereto. Sodium carbonate (32 g) was added to the mixture with stirring. The insolubles were removed by filtration, and washed with dichloromethane. The filtrate was concentrated under the reduced pressure. Ethyl acetate (20 ml) was added thereto. The resultant crystal was collected by filtration. The filtrate was purified by column chromatography on silica gel (dichloromethane:methanol=20:1). The purification product was combined with the above collected crystal to give 1.45 g of 7-acetyl-5-methylimidazo[5,1-b]thiazole.

후처리

  1. stirringwith stirring
  2. customThe insolubles were removed by filtration
  3. washwashed with dichloromethane
  4. concentrationThe filtrate was concentrated under the reduced pressure
  5. additionEthyl acetate (20 ml) was added
  6. filtrationThe resultant crystal was collected by filtration
  7. customThe filtrate was purified by column chromatography on silica gel (dichloromethane:methanol=20:1)
  8. customabove collected crystal

출처 및 근거

ORD 기록
ord-5ece6b49802a4e6a8e717adf7be2980b
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06458780B1

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