2-Methyl-2-thiopseudourea → Ethyl-2-methylthio-4-methyl-5-pyrimidine carboxylate

HRID 41478ノート

反応式

HRID 41478 の反応式
[C:1]([C:4](=[CH:10]OCC)[C:5]([O:7][CH2:8][CH3:9])=[O:6])(=O)[CH3:2].[NH2:14][C:15]([S:17][CH3:18])=[NH:16].C(N(CC)CC)C>CCO>[CH2:8]([O:7][C:5]([C:4]1[C:1]([CH3:2])=[N:14][C:15]([S:17][CH3:18])=[N:16][CH:10]=1)=[O:6])[CH3:9]

参加物

5

反応物 3

HCID 51422-Methyl-2-thiopseudoureaHCID 8471TriethylamineHCID 97734Butanoic acid, 2-(ethoxymethylene)-3-oxo-, ethyl ester

生成物 1

HCID 188208Ethyl-2-methylthio-4-methyl-5-pyrimidine carboxylate収率 81%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Equimolar quantities of ethyl 2-acetyl-3-ethoxy-2-propenoate 1 (20.0 g, 107 mmol), ((amino(imino)methyl)-sulfanyl)methane 2 (9.68 g, 107 mmol) and triethylamine (10.8 g, 107 mmol) in EtOH (100 mL) were stirred at reflux for 48 hours. Then reaction mixture was concentrated and diluted with water. The biphasic mixture was transferred into a separatory funnel and extracted with DCM. Organic extract was washed with water, dried, filtered, and concentrated. The product was purified by crystallization from ethanol/water to yield in a colorless solid (18.4 g, 86.7 mmol, 81%).

後処理

  1. temperatureat reflux for 48 hours
  2. customThen reaction mixture
  3. concentrationwas concentrated
  4. additiondiluted with water
  5. customThe biphasic mixture was transferred into a separatory funnel
  6. extractionextracted with DCM
  7. extractionOrganic extract
  8. washwas washed with water
  9. customdried
  10. filtrationfiltered
  11. concentrationconcentrated
  12. customThe product was purified by crystallization from ethanol/water

出典と根拠

ORDレコード
ord-d46d533018804057986b3e016decfa02
出典データセット
uspto-grants-2013_09
特許番号
US08530650B2

反応ノート

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