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Triethylamine → N-(5-isopropyl-1,3-thiazol-2-yl)-butanamide

HRID 1822877
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인쇄 미리보기

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HRID 1822877 반응식
C(N(CC)CC)C.[C:8](Cl)(=[O:12])[CH2:9][CH2:10][CH3:11].[NH2:14][C:15]1[S:16][C:17]([CH:20]([CH3:22])[CH3:21])=[CH:18][N:19]=1>ClCCl>[CH:20]([C:17]1[S:16][C:15]([NH:14][C:8](=[O:12])[CH2:9][CH2:10][CH3:11])=[N:19][CH:18]=1)([CH3:22])[CH3:21]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 8855Butyryl chlorideHCID 104869545-(Propan-2-yl)-1,3-thiazol-2-amine

생성물 1

HCID 22170554N-(5-isopropyl-1,3-thiazol-2-yl)-butanamide수율 50.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
-5 °C

실험 절차

Triethylamine (0.97 ml; 6.34 mmol) and butanoyl chloride (0.52 ml; 5.07 mmol) were added in this order to a solution of 2-amino-5-isopropyl-1,3-thiazole (0.6 g; 4.23 mmol) in dichloromethane (8 ml), cooled to −5° C. The reaction mixture was stirred at −5° C. for 2 hours and then warmed to room temperature. After additional 4 hours, the organic layer was washed with water, saturated sodium bicarbonate, 1N hydrochloric acid, brine, dried over sodium sulfate and evaporated. The residue was recrystallized from cyclohexane to yield 0.45 g (50%) of the title compound as a colourless solid (m.p. 95–97° C.)

후처리

  1. temperaturewarmed to room temperature
  2. waitAfter additional 4 hours
  3. washthe organic layer was washed with water, saturated sodium bicarbonate, 1N hydrochloric acid, brine
  4. dry with materialdried over sodium sulfate
  5. customevaporated
  6. customThe residue was recrystallized from cyclohexane

출처 및 근거

ORD 기록
ord-147b18c32f1741f389eb071fac135d61
출처 데이터셋
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07037929B1

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