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

HRID 1841248Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1841248
[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-7cb7143f5d8c41e8a6e6825030a80257
Quelldatensatz
uspto-grants-2004_01
Patentnummer
US06683097B2

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