[article] 
inIndustrial & engineering chemistry research > Vol. 50 N° 24 (Décembre 2011) . - pp. 13614–13619

Titre :	Versatile and scalable method for producing N - functionalized imidazoles
Type de document :	texte imprimé
Auteurs :	Jason E. Bara, Auteur
Année de publication :	2012
Article en page(s) :	pp. 13614–13619
Note générale :	Chimie industrielle
Langues :	Anglais (eng)
Mots-clés :	Sodium imidazolate
Résumé :	Imidazolate salts are powerful and versatile starting materials that can be used to generate many useful compounds. To this end, a method for producing sodium imidazolate (NaIm) from only commodity starting materials has been developed. NaIm was directly produced at a scale of 400 g via the neutralization of molten imidazole by NaOH, followed by dehydration. The NaIm product was then utilized as a starting material to produce 20 different N-functionalized imidazole and bis(imidazole) compounds, with the application of a common procedure involving minimal solvent volumes and straightforward purification via flash chromatography and solvent evaporation. Generating N-functionalized imidazoles “on demand” from NaIm and alkyl halides (or similar compounds) can eliminate the need for hazardous starting materials such as NaH and anhydrous solvents that have typically been employed in their synthesis. This method may ultimately enhance the availability of N-functionalized imidazoles for a variety of research and commercial applications.
DEWEY :	660
ISSN :	0888-5885
En ligne :	http://pubs.acs.org/doi/abs/10.1021/ie102535c

[article] Versatile and scalable method for producing N - functionalized imidazoles [texte imprimé] / Jason E. Bara, Auteur . - 2012 . - pp. 13614–13619.
Chimie industrielle
Langues : Anglais (eng)
in Industrial & engineering chemistry research > Vol. 50 N° 24 (Décembre 2011) . - pp. 13614–13619

Mots-clés :	Sodium imidazolate
Résumé :	Imidazolate salts are powerful and versatile starting materials that can be used to generate many useful compounds. To this end, a method for producing sodium imidazolate (NaIm) from only commodity starting materials has been developed. NaIm was directly produced at a scale of 400 g via the neutralization of molten imidazole by NaOH, followed by dehydration. The NaIm product was then utilized as a starting material to produce 20 different N-functionalized imidazole and bis(imidazole) compounds, with the application of a common procedure involving minimal solvent volumes and straightforward purification via flash chromatography and solvent evaporation. Generating N-functionalized imidazoles “on demand” from NaIm and alkyl halides (or similar compounds) can eliminate the need for hazardous starting materials such as NaH and anhydrous solvents that have typically been employed in their synthesis. This method may ultimately enhance the availability of N-functionalized imidazoles for a variety of research and commercial applications.
DEWEY :	660
ISSN :	0888-5885
En ligne :	http://pubs.acs.org/doi/abs/10.1021/ie102535c