233-55-6Relevant articles and documents
Mild and general one-pot reduction and cyclization of aromatic and heteroaromatic 2-nitroamines to bicyclic 2 H -imidazoles
Hanan, Emily J.,Chan, Bryan K.,Estrada, Anthony A.,Shore, Daniel G.,Lyssikatos, Joseph P.
experimental part, p. 2759 - 2764 (2010/12/25)
A one-pot procedure for the conversion of aromatic and heteroaromatic 2-nitroamines into bicyclic 2H-benzimidazoles is described. The procedure employs formic acid, iron powder, and an additive such as NH4Cl to reduce the nitro group and effect the imidazole cyclization with high-yielding conversions generally within one to two hours. The compatibility with a wide range of functionality demonstrates the general utility of this procedure.
PREPARATION AND SPECTRAL PROPERTIES OF IMIDAZO- AND TRIAZOLOQUINOLINES WITH ANGULAR RING FUSION
Milata, Viktor,Ilavsky, Dusan,Lesko, Jan
, p. 1068 - 1077 (2007/10/02)
The imidazo- and triazoloquinolines (Va, Vb) and imidazo- and triazoloquinolines (Xa, Xb) have been synthetized by the Gould-Jacobs reaction starting from the quinolinecarboxylic acids II and VII prepared by base catalyzed hydrolysis of the esters I and VI, resp.The decarboxylation of the acids II and VII gives the quinolones III and VIII, resp., which are aromatized to the corresponding chloroquinolines IV and IX.The latter compounds give the azoloquinolines V and X on catalytic reduction.The structure of the condensed heterocyclic compounds with angular ring fusion has been proved by 1H and 13C NMR, IR, UV, and mass spectra.
ALKALINE HYDROLYSIS OF 2-(TRIFLUOROMETHYL)IMIDAZO AND -QUINOLINES
Moores, Ian G.,Smalley, Robert K.,Suschitzky, Hans
, p. 573 - 580 (2007/10/02)
2-(Trifluoromethyl)imidazo and -quinoline have been prepared from 5(6)-acetamido-2-(trifluoromethyl)benzimidazole and 7,8-diaminoquinoline respectively.These (trifluoromethyl)quinolines like 2-(trifluoromethyl)imidazoles but unlike 2-(trifluoromethyl)benzimidazoles, undergo hydrolysis in dilute sodium hydroxide to give ultimately the corresponding imidazo and -quinoline, respectively.