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

HRID 41478노트

반응식

HRID 41478 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-d46d533018804057986b3e016decfa02
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530650B2

반응 노트

불러오는 중…