p-(Trifluoromethoxy)phenyl isocyanate → Ethyl 1-methyl-4-[({[4-(trifluoromethoxy)phenyl]amino}carbonyl)amino]-1H-imidazole-2-carboxylate

HRID 2074073Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2074073
[F:1][C:2]([F:14])([F:13])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]=[C:11]=[O:12])=[CH:6][CH:5]=1.[NH2:15][C:16]1[N:17]=[C:18]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[N:19]([CH3:21])[CH:20]=1>C1COCC1>[CH3:21][N:19]1[CH:20]=[C:16]([NH:15][C:11]([NH:10][C:7]2[CH:6]=[CH:5][C:4]([O:3][C:2]([F:13])([F:14])[F:1])=[CH:9][CH:8]=2)=[O:12])[N:17]=[C:18]1[C:22]([O:24][CH2:25][CH3:26])=[O:23]

Komponenten

4

Edukt 2

HCID 92298p-(Trifluoromethoxy)phenyl isocyanateHCID 7006687ethyl 4-amino-1-methyl-1H-imidazole-2-carboxylate

Produkt 1

HCID 59421902Ethyl 1-methyl-4-[({[4-(trifluoromethoxy)phenyl]amino}carbonyl)amino]-1H-imidazole-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Under argon, 1.46 g (7.21 mmol) of 4-(trifluoromethoxy)phenyl isocyanate are added to 1.22 g (3.61 mmol) of ethyl 4-amino-1-methyl-1H-imidazole-2-carboxylate (synthesis in analogy to Example 4A step 3, or also according to Tetrahedron Lett. 2003, 44, 1607 and the literature cited therein) in 50 ml of THF, and the mixture is stirred at room temperature overnight. The reaction mixture is filtered and the filtrate is concentrated in vacuo and purified chromatographically.

Aufarbeitung

  1. customsynthesis in analogy to Example 4A step 3
  2. filtrationThe reaction mixture is filtered
  3. concentrationthe filtrate is concentrated in vacuo
  4. custompurified chromatographically

Quellen und Nachweise

ORD-Eintrag
ord-721dd9feeb6843cf82e5f636be6397c1
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07919489B2

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