Characterization of substituted nitroimidazoles on paper and thin-layer chromatography by colorimetric reactions was written by Stambaugh, J. E.;Manthei, Roland W.. And the article was included in Journal of Chromatography in 1967.Application In Synthesis of 1-Methyl-4-nitroimidazole This article mentions the following:
The characterization of substituted nitroimidazoles (I) by colorimetric reaction after paper and thin-layer chromatog. is studied. The colorimetric reactions depend upon reduction of I to the corresponding aminoimidazoles, followed by coupling with either diazotized sulfanilic acid (II), p-(dimethylamino)benzaldehyde (III), or ninhydrin (IV). The paper chromatograms can be developed in BuOH saturated with H2O, 70:30 PrOH-NH3, or in 120:30:50 BuOH-HOAc-H2O. The developed chromatograms are sprayed with 1.5% TiCl2 in 10% HOAc, to reduce the NO2 group, before spraying with a chromogenic reagent. Avicel thin-layer plates can be developed in BuOH saturated with H2O, 160:8:32 iso-PrOH-NH3-H2O, or 154:20:26 BuOH-HCO2H-H2O. The plates are then sprayed similarly to the paper chromatograms. The Rf values and colors obtained with I (Ehrlich’s reagent), III (Pauly’s reagent), and IV are tabulated for imidazole, 4(5)-nitroimidazole, and 12 I. A comparison of the reaction rate and sequence of color development of known I with the chromogenic reagents permit a tentative identification of substituents on a nitroimidazole ring, especially the 2-Me group. Mechanisms are proposed for the reaction of the reduced I with the 3 chromogenic reagents. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Application In Synthesis of 1-Methyl-4-nitroimidazole).
1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Application In Synthesis of 1-Methyl-4-nitroimidazole
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem