Water → N-(5-Bromothiazol-2-yl)-N-methylacetamide

HRID 2426305ノート

反応式

HRID 2426305 の反応式
[C:1](=O)([O-])[O-].[K+].[K+].CI.[Br:9][C:10]1[S:14][C:13]([NH:15][C:16](=[O:18])[CH3:17])=[N:12][CH:11]=1.O>CC(C)=O>[Br:9][C:10]1[S:14][C:13]([N:15]([CH3:1])[C:16](=[O:18])[CH3:17])=[N:12][CH:11]=1

参加物

6

反応物 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 3502602-Acetamido-5-bromo-1,3-thiazole

生成物 1

HCID 67147803N-(5-Bromothiazol-2-yl)-N-methylacetamide収率 36.8%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

1.9 g (14 mmol) of potassium carbonate and 3.94 ml (63.3 mmol) of methyl iodide are added to a solution of 2.8 g (12.7 mmol) of N-(5-bromothiazol-2-yl)acetamide in 50 ml of acetone. The reaction medium is refluxed for 3 hours. After addition of water, the reaction medium is extracted with ethyl acetate. The organic phase is washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate, filtered and evaporated. The residue obtained is purified by chromatography on a column of silica eluted with a 7/3 heptane/ethyl acetate mixture. 1.1 g (36%) of N-(5-Bromothiazol-2-yl)-N-methylacetamide are obtained.

後処理

  1. temperatureThe reaction medium is refluxed for 3 hours
  2. extractionthe reaction medium is extracted with ethyl acetate
  3. washThe organic phase is washed with saturated aqueous sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue obtained
  8. customis purified by chromatography on a column of silica
  9. washeluted with a 7/3 heptane/ethyl acetate mixture

出典と根拠

ORDレコード
ord-be10c38530f643d498acdaac86883439
出典データセット
uspto-grants-2011_06
特許番号
US07968560B2

反応ノート

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