Ethyl bromopyruvate → Ethyl 2-(phenylamino)-4-thiazolecarboxylate

HRID 2107259ノート

反応式

HRID 2107259 の反応式
[C:1]1([NH:7][C:8]([NH2:10])=[S:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:12][C:13](=O)[C:14]([O:16][CH2:17][CH3:18])=[O:15]>C(O)C>[NH:7]([C:8]1[S:9][CH:12]=[C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[N:10]=1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

4

反応物 2

HCID 66144Ethyl bromopyruvateHCID 676454Phenylthiourea

生成物 1

HCID 15053537Ethyl 2-(phenylamino)-4-thiazolecarboxylate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture comprising 8.6 g of phenylthiourea, 10 g of ethyl bromopyruvate and 100 ml of ethanol was heated under reflux for 3 hours, and the reaction mixture was then concentrated under reduced pressure. A saturated aqueous sodium hydrogen carbonate solution was added to the residue, followed by extraction with ethyl acetate. The extract was dried over anhydrous sodium sulfate and evaporated under reduced pressure. The crystals which formed were collected by filtration. washed with benzene, and then recrystallized from ethanol, giving the desired compound as pale yellow prismatic crystals.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 3 hours
  3. concentrationthe reaction mixture was then concentrated under reduced pressure
  4. additionA saturated aqueous sodium hydrogen carbonate solution was added to the residue
  5. extractionfollowed by extraction with ethyl acetate
  6. dry with materialThe extract was dried over anhydrous sodium sulfate
  7. customevaporated under reduced pressure
  8. customThe crystals which formed
  9. filtrationwere collected by filtration
  10. washwashed with benzene
  11. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-ea8ac3e93ee34a57b5ef4f1bed6fe4e6
出典データセット
uspto-grants-1990_06
特許番号
US04933355

反応ノート

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