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

HRID 509445
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 509445
[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
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 4

HCID 702EthanolHCID 789432-Propenoic acid, 2-cyano-3-ethoxy-, ethyl esterHCID 10942334Sodium Methoxide2×HCID 12301253Propionimidamide hydrochloride

Produkt 1

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

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-96dd8a6827ab420a827caff37cef7a54
Quelldatensatz
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09096581B2

Notizen zur Reaktion

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