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Ethanol → Ethyl 4-amino-2-ethylpyrimidine-5-carboxylate

HRID 509445
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HRID 509445 반응식
[CH3:1][O-:2].[Na+].Cl.[C:5](=[NH:9])([NH2:8])[CH2:6][CH3:7].[C:10]([C:12](=COCC)[C:13](OCC)=O)#[N:11].[CH2:22]([OH:24])[CH3:23]>>[NH2:9][C:5]1[C:6]([C:1]([O:24][CH2:22][CH3:23])=[O:2])=[CH:7][N:11]=[C:10]([CH2:12][CH3:13])[N:8]=1
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참가 물질

5

반응물 4

HCID 702EthanolHCID 789432-Propenoic acid, 2-cyano-3-ethoxy-, ethyl esterHCID 10942334Sodium Methoxide2회HCID 12301253Propionimidamide hydrochloride

생성물 1

HCID 82168417Ethyl 4-amino-2-ethylpyrimidine-5-carboxylate수율 62%

실험 절차

8.1 g (0.15 mol) of sodium methoxide was added to a dried single-neck flask equipped with constant pressure dropping funnel and drying pipe. The flask was cooled with ice bath for 10 min. 50 ml of absolute ethanol was added and the mixture was stirred. 10.857 g (0.1 mol) of propanimidamide monohydrochloride was charged into the flask after the sodium methoxide was dissolved, resulting a suspension. Then 16.9 g (0.1 mol) of ethyl cyano(ethoxymethylene)acetate in 70 ml of absolute ethanol was dropped into the flask through the dropping funnel. The reaction turned to yellow from white. The reaction was stirred for 1-2 h after the addition was finished. Ice water was poured into the flask. Precipitate formed was filtered and washed twice with water. 12 g of ethyl 4-amino-2-ethylpyrimidine-5-carboxylate was obtained (yield 62%) after drying.

후처리

  1. customequipped with constant pressure
  2. customdrying pipe
  3. temperatureThe flask was cooled with ice bath for 10 min
  4. addition50 ml of absolute ethanol was added
  5. dissolutionwas dissolved
  6. customresulting a suspension
  7. stirringThe reaction was stirred for 1-2 h
  8. additionafter the addition
  9. customPrecipitate formed
  10. filtrationwas filtered
  11. washwashed twice with water

출처 및 근거

ORD 기록
ord-96dd8a6827ab420a827caff37cef7a54
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09096581B2

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