Acetic Acid → 1-(3-Bromophenyl)-1H-imidazole-4-carboxylic acid

HRID 433617Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 433617
[Br:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[CH:9](OCC)(OCC)OCC.[N+:19]([CH2:22]C(OCC)=O)([O-])=O.[C:28]([OH:31])(=[O:30])[CH3:29]>[Fe]>[Br:1][C:2]1[CH:3]=[C:4]([N:5]2[CH:9]=[C:29]([C:28]([OH:31])=[O:30])[N:19]=[CH:22]2)[CH:6]=[CH:7][CH:8]=1

Komponenten

6

Edukt 4

HCID 176Acetic Acid2×HCID 115623-BromoanilineHCID 31214Ethyl orthoformate2×HCID 69379Ethyl nitroacetate

Produkt 1

HCID 234449541-(3-Bromophenyl)-1H-imidazole-4-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23925IronKatalysator

Versuchsvorschrift

Following the general method described in example 234, 3-bromoaniline was reacted with triethyl orthoformate, ethyl nitroacetate and acetic acid followed by treatment with triethyl orthoformate, iron and acetic acid and subsequent alkaline hydrolysis. The title compound was obtained as a light brown crystalline solid. Mp. 205-207° C. (H2O/dioxane), MS: m/e=267 (M-H−).

Quellen und Nachweise

ORD-Eintrag
ord-ddcabea0d83949489e4d63c746a87c83
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06667335B2

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