N-[(4-Fluoro-3-nitrophenyl)carbamoyl]glycine, ethyl ester → N-[(3-Amino-4-fluorophenyl)-carbamoyl]glycine, ethyl ester

HRID 1489862

Reaktionsgleichung

Reaktionsgleichung von HRID 1489862
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])=[O:10])=[CH:4][C:3]=1[N+:18]([O-])=O.[H][H]>[Pt].C(OCC)(=O)C>[NH2:18][C:3]1[CH:4]=[C:5]([NH:8][C:9]([NH:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])=[O:10])[CH:6]=[CH:7][C:2]=1[F:1]

Komponenten

5

Edukt 2

HCID 85708209N-[(4-Fluoro-3-nitrophenyl)carbamoyl]glycine, ethyl esterHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 85708212N-[(3-Amino-4-fluorophenyl)-carbamoyl]glycine, ethyl esterAusbeute 60,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23939PlatinumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of N-[(4-fluoro-3-nitrophenyl)carbamoyl]glycine, ethyl ester (8 g, 0.029 mol) and 5% platinum on activated carbon (0.5 g) in ethyl acetate is hydrogenated at 50 psi until hydrogen uptake is complete. The reaction mixture is then filtered and cooled in an ice-bath until a solid forms. The solid is collected by filtration and air-dried to give the title product as a white solid (4.5 g, mp 152°-153° C.).

Aufarbeitung

  1. filtrationThe reaction mixture is then filtered
  2. temperaturecooled in an ice-bath until a solid forms
  3. filtrationThe solid is collected by filtration
  4. customair-dried

Quellen und Nachweise

ORD-Eintrag
ord-91716e8f14a34f428ea65ec72d6997ad
Quelldatensatz
uspto-grants-1997_10
Patentnummer
US05679791

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