Glycosine of Debus. II. Carbon salts of tetranitrobiimidazole and methylation of nitroimidazole was written by Lehmstedt, Kurt. And the article was included in Justus Liebigs Annalen der Chemie in 1933.Name: 1-Methyl-4-nitroimidazole This article mentions the following:
The Na salt of tetranitrobiimidazole (I) and BzCl or AcCl in C5H5N give only the pyridine salt of I, C6H2O8.2C5H5N, yellow, decomposes 233°; the imidazole salt, C6H2O8N8.2C3H4N2, orange, decomposes 325°. The Na salt of I and Me2SO4, shaken at 20-5° for 5 min., give 4-methyl-1,1 ‘,5,5′-tetranitro-2,2’-biimidazole (II), crystallizing with 2 mols. H2O, yellow, decomposes 273-4°; Na salt, crystals with 4 mols. H2O, light brown needles; Ag salt, yellow needles. Reduction of II gives the 1,1′-diamino derivative, the Na salt crystallizing with 4 mols. H2O as blood-red needles; the free amine is a light brown, amorphous mass. The anhydrous Na salt of II and Me2SO4 give, on warming on the water bath, the 4,4’di-Me derivative (III) of I, light yellow, decomposes 239-40°. The 4-Et derivative (IV) of I, crystallizing with 2 mols. H2O, light yellow, m. 259° (decomposition); the Na salt seps. with 2 mols. H2O; the 4,4′-di-Et derivative, light yellow, decomposes 203°. I and CH2N2 in absolute Et2O give III. IV and CH2N2 give the 4-Me derivative of IV, decomposes 226°. III (1.7 g.) and 4.5 cc. 5 N NaOH in 30 cc. Me2CO, shaken 15 min., give 1.25 g. of the brick-red salt, C8H6O6N6Na2.H2O (V); the concentrated H2SO4 solution (yellow) gives on pouring into H2O, a blue dye soluble in H2SO4 with a violet-red color. V dissolved in H2O without warming and shaken with 2 N HCl, gives the indigo-blue dye C8H10O4N4 (VI). III and hot MeOH-MeONa give 92% of 1,1′-dimethoxy-4,4′-dimethyl-5,5′-dinitro-2,2′-biimidazole, m. 242° (decomposition), warming with dilute NaOH and acidification gives VI. In 1 preparation of II there was also formed 4-methyl-4′-methylene-1,1′, 5-trinitro-2,2′ – biimidazole-5′ – nitronic acid Me ester (VII), light red, decomposes 127°, crystals with 1 mol. H2O. 4(5)-Nitroimidazole gives a yellow Na salt, 6.75 g. of which with Me2SO4 gives 3.85 g. of 4-nitro-and 0.925 g. of 5-nitro-1-methylimidazole. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Name: 1-Methyl-4-nitroimidazole).
1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Name: 1-Methyl-4-nitroimidazole
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem