1-Bromo-2-butanone → 4-Ethyl-2-(4-nitrobenzyl)-1,3-thiazole

HRID 30636

반응식

HRID 30636 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11](=[S:13])[NH2:12])=[CH:6][CH:5]=1)([O-:3])=[O:2].Br[CH2:15][C:16](=O)[CH2:17][CH3:18]>C(O)C>[CH2:17]([C:16]1[N:12]=[C:11]([CH2:10][C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)[S:13][CH:15]=1)[CH3:18]

참가 물질

4

반응물 2

HCID 131561-Bromo-2-butanoneHCID 27773372-(4-Nitrophenyl)thioacetamide

생성물 1

HCID 692078474-Ethyl-2-(4-nitrobenzyl)-1,3-thiazole

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 2-(4-nitrophenyl)ethanethioamide (1.50 g), 1-bromo-2-butanone (1.27 g) and ethanol (50 mL) was heated under reflux for 30 min. The reaction mixture was concentrated, and ethyl acetate was added to the residue. The mixture was washed successively with saturated aqueous sodium hydrogen carbonate and saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography, and 4-ethyl-2-(4-nitrobenzyl)-1,3-thiazole was obtained as a brown oil (1.59 g, yield 84%) from a fraction eluted with hexane-ethyl acetate (7:1-4:1, v/v).

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 30 min
  3. concentrationThe reaction mixture was concentrated
  4. additionethyl acetate was added to the residue
  5. washThe mixture was washed successively with saturated aqueous sodium hydrogen carbonate and saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e0f339386dd34ad9b348c21780d8528a
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423159B2

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