Chloroacetaldehyde → 2-(4-Nitrobenzyl)-1,3-thiazole

HRID 30639

반응식

HRID 30639 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].Cl[CH2:15][CH:16]=O.C(=O)([O-])O.[Na+]>C(O)C>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:10][C:11]2[S:13][CH:15]=[CH:16][N:12]=2)=[CH:8][CH:9]=1)([O-:3])=[O:2]

참가 물질

5

반응물 3

HCID 33ChloroacetaldehydeHCID 516892Sodium BicarbonateHCID 27773372-(4-Nitrophenyl)thioacetamide

생성물 1

HCID 692104452-(4-Nitrobenzyl)-1,3-thiazole

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 2-(4-nitrophenyl)ethanethioamide (0.80 g), chloroacetaldehyde (40% aqueous solution, 2.88 g) and ethanol (20 mL) was heated under reflux for 15 hrs. Saturated aqueous sodium hydrogen carbonate was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography, and 2-(4-nitrobenzyl)-1,3-thiazole was obtained as an orange oil (0.35 g, yield 39%) from a fraction eluted with hexane-ethyl acetate (9:1-2:1, v/v).

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 15 hrs
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5c45fcf8d5304f46b253f21eedc39957
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423159B2

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