[[(3-Nitrophenyl)amino]carbonyl]aminoacetic acid methyl ester → 3-(3-Aminophenyl)imidazolidine-2,4-dione

HRID 1785310

Reaktionsgleichung

Reaktionsgleichung von HRID 1785310
CO[C:3](=[O:18])[CH2:4][NH:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-])=O)[CH:10]=1)=[O:7]>Cl.CC(C)=O>[NH2:15][C:11]1[CH:10]=[C:9]([N:8]2[C:3](=[O:18])[CH2:4][NH:5][C:6]2=[O:7])[CH:14]=[CH:13][CH:12]=1

Komponenten

4

Edukt 1

HCID 10934009[[(3-Nitrophenyl)amino]carbonyl]aminoacetic acid methyl ester

Produkt 1

HCID 246884373-(3-Aminophenyl)imidazolidine-2,4-dioneAusbeute 85,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

A suspension of [[[(3-nitrophenyl)amino]carbonyl]aminoacetic acid methyl ester (6.9 g, 27 mmol) in 6N aqueous hydrochloride solution (40 mL) and acetone (20 mL) was stirred at reflux overnight. The resulting solution was cooled and concentrated. The resulting yellowish suspension was filtered and the filter cake was washed with water (50 mL), aqueous sodium bicarbonate solution (50 mL), and air-dried to afford the title compound (4.4 g).

Aufarbeitung

  1. temperatureat reflux overnight
  2. temperatureThe resulting solution was cooled
  3. concentrationconcentrated
  4. filtrationThe resulting yellowish suspension was filtered
  5. washthe filter cake was washed with water (50 mL), aqueous sodium bicarbonate solution (50 mL)
  6. customair-dried

Quellen und Nachweise

ORD-Eintrag
ord-79780408d8904b6aa7c78e70c80f72ef
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07504410B2

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