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2-Propyl-2-(3-thiazol-2-ylureido)pentanoic acid ethyl ester → 5,5-Dipropyl-3-thiazol-2-yl-2,4-imidazolidinedione

HRID 612395
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 612395
C(O[C:4](=[O:21])[C:5]([CH2:18][CH2:19][CH3:20])([NH:9][C:10]([NH:12][C:13]1[S:14][CH:15]=[CH:16][N:17]=1)=[O:11])[CH2:6][CH2:7][CH3:8])C>Cl>[CH2:18]([C:5]1([CH2:6][CH2:7][CH3:8])[NH:9][C:10](=[O:11])[N:12]([C:13]2[S:14][CH:15]=[CH:16][N:17]=2)[C:4]1=[O:21])[CH2:19][CH3:20]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 1

HCID 110669732-Propyl-2-(3-thiazol-2-ylureido)pentanoic acid ethyl ester

Produkt 1

HCID 111083315,5-Dipropyl-3-thiazol-2-yl-2,4-imidazolidinedioneAusbeute 42,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

1.71 g of 2-propyl-2-(3-thiazol-2-ylureido)pentanoic acid ethyl ester (product from Example lA, stage 4) were combined with 30 ml of 30% hydrochloric acid. The mixture was refluxed for three hours. Once the mixture had cooled, the pH was adjusted to an alkaline value with potassium carbonate, extraction was performed three times with ethyl acetate, the mixture washed twice with a saturated common salt solution and dried over sodium sulphate. The crude product obtained by the subsequent removal of the solvent by distillation was purified by passage through a silica gel column with ethyl acetate. 0.62 g of 5,5-dipropyl-3-thiazol-2-yl-2,4-imidazolidinedione (42% of th.) were obtained.

Aufarbeitung

  1. temperatureThe mixture was refluxed for three hours
  2. temperatureOnce the mixture had cooled
  3. extractionthe pH was adjusted to an alkaline value with potassium carbonate, extraction
  4. washthe mixture washed twice with a saturated common salt solution
  5. dry with materialdried over sodium sulphate
  6. customThe crude product obtained by the subsequent removal of the solvent by distillation
  7. customwas purified by passage through a silica gel column with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-a630b5fd03654db2926716ff32378bd9
Quelldatensatz
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06004963

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