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Ethyl butyrate → 5-Ethyl-2-thiouracil

HRID 474609
ノート
印刷プレビュー

反応式

HRID 474609 の反応式
CC(C)([O-])C.[K+].[C:7]([O:12]CC)(=O)[CH2:8][CH2:9][CH3:10].[CH:15](OCC)=O.[NH2:20][C:21]([NH2:23])=[S:22]>C1COCC1.C(OCC)C.O.CC(O)=O>[CH2:9]([C:8]1[C:7](=[O:12])[NH:20][C:21](=[S:22])[NH:23][CH:15]=1)[CH3:10]
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 4

HCID 7762Ethyl butyrateHCID 8025Ethyl formateHCID 2723790ThioureaHCID 23665647Potassium tert-butoxide

生成物 1

HCID 30020425-Ethyl-2-thiouracil収率 82%

試薬・触媒・溶媒 4

HCID 176Acetic Acid溶媒
HCID 962
Water
溶媒
HCID 3283Diethyl Ether溶媒
HCID 8028Tetrahydrofuran溶媒

実験手順

To a suspension of potassium tert-butoxide (12.08 g, 108 mmol) in THF (40 mL) was added a solution of ethyl butyrate (5.69 mL, 43.0 mmol) and ethyl formate (6.93 mL, 86 mmol) in diethyl ether (40.0 mL) dropwise under nitrogen. The mixture was stirred at room temperature for 3 h. After removing the solvent, the residue oil was dissloved in isopropanol (350 mL), and thiourea (6.55 g, 86 mmol) was added. The mixture was stirred at reflux overnight, and then concentrated in vacuo to get a solid. The solid was dissolved in water, adjusted pH to 4 with AcOH, and extracted by DCM. The organic layer was dried over Na2SO4, filtered and concentrated to afford the title compound (5.5 g, 82% yield) as a pink solid.

後処理

  1. customAfter removing the solvent
  2. stirringThe mixture was stirred
  3. temperatureat reflux overnight
  4. concentrationconcentrated in vacuo
  5. customto get a solid
  6. extractionextracted by DCM
  7. dry with materialThe organic layer was dried over Na2SO4
  8. filtrationfiltered
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-9ede782568ba4fff862f24bcc82dab25
出典データセット
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08637536B2

反応ノート

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