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Acetic Acid → 5-Pyrimidinecarboxylic acid, 1,4-dihydro-2-((2-ethoxyphenyl)amino)-4-oxo-

HRID 979123
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 979123
[CH2:1]([O:3][C:4]1[CH:22]=[CH:21][CH:20]=[CH:19][C:5]=1[NH:6][C:7]1[NH:8][C:9](=[O:18])[C:10]([C:13]([O:15]CC)=[O:14])=[CH:11][N:12]=1)[CH3:2].[OH-].[Na+].C(O)(=O)C>O>[CH2:1]([O:3][C:4]1[CH:22]=[CH:21][CH:20]=[CH:19][C:5]=1[NH:6][C:7]1[NH:8][C:9](=[O:18])[C:10]([C:13]([OH:15])=[O:14])=[CH:11][N:12]=1)[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 13562776Ethyl 1,6-dihydro-2-(2-ethoxyanilino)-6-oxo-5-pyrimidinecarboxylate

Produkt 1

HCID 30627055-Pyrimidinecarboxylic acid, 1,4-dihydro-2-((2-ethoxyphenyl)amino)-4-oxo-Ausbeute 64,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

Ethyl 1,6-dihydro-2-(2-ethoxyanilino)-6-oxo-5-pyrimidinecarboxylate (3.4 g) and sodium hydroxide (1 g) are added to water (50 ml), and the mixture is refluxed with stirring for 1 hour. After cooling, the reaction mixture is acidified with acetic acid, and the resulting solid is collected by filtration and recrystallized from DMF. The precipitate thus obtained is added to water (50 ml), and the mixture is refluxed with stirring for 1 hour. After cooling, the resulting product is collected by filtration and dried at 80° C. under reduced pressure to give 1,6-dihydro-2-(2-ethoxyanilino)-6-oxo-5-pyrimidinecarboxylic acid (2 g). M.p. 226°-228° C.

Aufarbeitung

  1. temperaturethe mixture is refluxed
  2. temperatureAfter cooling
  3. filtrationthe resulting solid is collected by filtration
  4. customrecrystallized from DMF
  5. customThe precipitate thus obtained
  6. temperaturethe mixture is refluxed
  7. stirringwith stirring for 1 hour
  8. temperatureAfter cooling
  9. filtrationthe resulting product is collected by filtration
  10. customdried at 80° C. under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1b19a7d30bda4e11b605edaabfb2ee02
Quelldatensatz
uspto-grants-1987_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04666915

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