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Water → 5-Acetoxymethylimidazo[5,1-b]thiazole

HRID 1376618
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HRID 1376618 반응식
[OH:1][CH2:2][C:3]1[N:10]2[C:6]([S:7][CH:8]=[CH:9]2)=[CH:5][N:4]=1.[C:11](OC(=O)C)(=[O:13])[CH3:12].O>ClCCl>[C:11]([O:1][CH2:2][C:3]1[N:10]2[C:6]([S:7][CH:8]=[CH:9]2)=[CH:5][N:4]=1)(=[O:13])[CH3:12]
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참가 물질

5

반응물 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 183599875-Hydroxymethylimidazo[5,1-b]thiazole

생성물 1

HCID 229166655-Acetoxymethylimidazo[5,1-b]thiazole수율 81%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 0.231 g (1.50 mmol) of the 5-Hydroxymethylimidazo[5,1-b]thiazole prepared in Preparation 10 in 8 ml of dichloromethane was added 0.156 ml (1.65 mmol) of acetic anhydride with ice-cooling, and the mixture was stirred at room temperature for 20 hours. To the reaction solution were added water and a saturated aqueous solution of sodium hydrogencarbonate, and the mixture was extracted with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, and concentrated to dryness under reduced pressure. The residue was purified by flash column chromatography using silica gel, eluting with a 30:1 mixture of chloroform and methanol to give 0.237 g (yield 81%) of the title compound.

후처리

  1. temperaturecooling
  2. extractiona saturated aqueous solution of sodium hydrogencarbonate, and the mixture was extracted with dichloromethane
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated to dryness under reduced pressure
  5. customThe residue was purified by flash column chromatography
  6. washeluting with a 30:1 mixture of chloroform and methanol

출처 및 근거

ORD 기록
ord-3c2750eb28de434c97b5a8906f065299
출처 데이터셋
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05663162

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