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

HRID 30636

反応式

HRID 30636 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-e0f339386dd34ad9b348c21780d8528a
出典データセット
uspto-grants-2008_09
特許番号
US07423159B2

関連ノート

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