1-Aminohydantoin → alpha-[[[(2,4-Dioxo-1-imidazolidinyl)amino]carbonyl]amino]benzeneacetic acid, ethyl ester

HRID 259390

Reaktionsgleichung

Reaktionsgleichung von HRID 259390
[NH2:1][N:2]1[CH2:6][C:5](=[O:7])[NH:4][C:3]1=[O:8].[N:9]([CH:12]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:10]=[O:11]>O1CCOCC1>[O:8]=[C:3]1[NH:4][C:5](=[O:7])[CH2:6][N:2]1[NH:1][C:10]([NH:9][CH:12]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[O:11]

Komponenten

4

Edukt 2

HCID 728231-AminohydantoinHCID 56982438alpha-Isocyanatobenzeneacetic acid, ethyl ester

Produkt 1

HCID 86734963alpha-[[[(2,4-Dioxo-1-imidazolidinyl)amino]carbonyl]amino]benzeneacetic acid, ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

1.15 g. (0.01 mol.) of 1-amino-2,4-dioxoimidazolidine are dissolved in 50 ml. of dioxane while heating. The solution is permitted to cool to room temperature while stirring, wherein a portion of the 1-amino-2,4-dioxoimidazolidine crystallizes out. 2.05 g. (0.01 mol.) of α-isocyanatobenzeneacetic acid, ethyl ester are added and the reation mixture is stirred overnight at room temperature. On the next day the mixture is concentrated and the residue is triturated with ether. 3.0 g. of α-[[[(2,4-dioxo-1-imidazolidinyl)amino]-carbonyl] amino]benzeneacetic acid, ethyl ester are obtained, m.p. 148°-151°.

Aufarbeitung

  1. customwherein a portion of the 1-amino-2,4-dioxoimidazolidine crystallizes out
  2. stirringthe reation mixture is stirred overnight at room temperature
  3. concentrationOn the next day the mixture is concentrated
  4. customthe residue is triturated with ether

Quellen und Nachweise

ORD-Eintrag
ord-5135711ffbba467f97cb00c6db5a74f4
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04038271

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