Process for manufacture of imidazoles

C - Chemistry – Metallurgy – 07 – D

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C07D 233/54 (2006.01) C07D 233/58 (2006.01) C07D 233/60 (2006.01) C07D 233/62 (2006.01) C07D 521/00 (2006.01)

Patent

CA 2428857

Imidazoles may be manufactured by reacting a glyoxal, ammonia, an aldehyde, and optionally a primary amine, in the presence of a Bronsted acid whose pKa is approximately equal to the pKa of the ammonium cation of the primary amine, or if the primary amine is not present, to the pKa of the ammonium (NH4+) cation. The reaction may be used to make in relatively high yields a wide variety of imidazoles using relatively inexpensive starting materials. The imidazoles are useful as chemical intermediates. Formula (V) and formula (IX).

Des imidazoles peuvent être fabriqués par réaction d'un glyoxal, d'ammoniac et d'un aldéhyde, et éventuellement d'une amine primaire, en présence d'un acide de Brönsted dont le pKa est approximativement égal au pKa du cation ammonium de l'amine primaire, ou, si l'amine primaire n'est pas présent, au pKa du cation ammonium (NH¿4??+¿). La réaction peut être utilisée pour fabriquer à relativement haut rendement une large gamme d'imidazoles en utilisant des matières premières relativement bon marché. Les imidazoles sont utiles en tant que produits intermédiaires. Formule (V) et formule (IX).

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