Category: 14003-66-8

Application of 14003-66-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 14003-66-8, name is 4-Methyl-5-nitro-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Synthesis 90 (E)-4-(2-(5-Nitro-1 H-imidazol-4-yl)vinyl)benzonitrile4-Cyanobenzaldehyde (75 g, 0.57 mol) was heated to 1100C. Once melted, 4-methyl-5- nitroimidazole (15 g, 0.12 mol) and piperidine (5 g, 0.06 mol) were added and heating continued for a further 24 hours. DMF (15 ml.) and IPA (150 mL) were then added and the precipitate filtered from solution and washed with IPA (50 mL) to leave the product as a yellow solid (13.8 g, 49%). mp > 30O0C. deltaH (DMSO-cfe) 7.95 (1H1 s), 7.88 (2H, d, J = 6.8), 7.78 (2H, d, J = 6.8), 7.78 (1H, d, J = 16.8), 7.50 (1 H, d, J = 16.8); IR (cm 1) 2239 (C?N), 1502, 1348 (NO2); MS (m/z) 241.1 (Ci2H9N4O2 (M+1)).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Methyl-5-nitro-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMINOX LIMITED; HUMMERSONE, Marc, Geoffery; STEVENS, Malcolm, Francis, Graham; COUSIN, David; WO2010/149968; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 14003-66-8, name is 4-Methyl-5-nitro-1H-imidazole, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 14003-66-8, Computed Properties of C4H5N3O2

To a stirred suspension of 4(5)-methyl-5(4)-nitroimidazole (5 g, 0.04 mol) in benzaldehyde was added piperidine (3.95 g, 0.04 mol). The mixture was heated to 110 C for 2.5 h. When the reaction was complete and solid started separating, 100 mL ethanol was added to the reaction mixture. The mixture was allowed to cool to room temperature and filtered to obtain a yellow solid which was washed with ethanol and dried to get a pure compound. Yield 6.5 g, 77%; mp: 258-260 C; 1H NMR (DMSO-d6) delta 7.90 (s, 1H, Imid-H), 7.68-7.36 (m, 7H, CH=CH, Ar-H); 13C NMR (DMSO-d6) delta 143.73, 136.33, 136.10, 135.30, 130.93, 129.76, 129.65, 127.54, 114.64; HRMS (FAB), Calcd for C11H9N3O2: 216.0767 (MH+); obsd m/z 216.0769.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Tantravedi, Saritha; Chakraborty, Saibal; Shah, Niti H.; Fishbein, James C.; Hosmane, Ramachandra S.; Bioorganic and Medicinal Chemistry; vol. 21; 17; (2013); p. 4893 – 4903;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 14003-66-8 as follows. Formula: C4H5N3O2

EXAMPLE 4 127 parts of 4-methyl-5-nitroimidazole is heated under reflux with 350 parts of formic acid and 126 parts of dimethyl sulfate for 4 hours. The formic acid is distilled off in vacuo and the residue is dissolved in 500 parts of water and adjusted to pH 1.8 with aqueous ammonia solution. The mixture is cooled to 5 C. and the unreacted 4-methyl-5-nitroimidazole is suction filtered. The filtrate is adjusted to pH 10 with aqueous ammonia solution and is continuously exhaustively extracted with ethyl acetate. The extract is evaporated in vacuo. The oily residue crystallizes on standing. 47 parts of unreacted 4-methyl-5-nitroimidazole and 66 parts of 1,4-dimethyl-5-nitroimidazole melting at 45 C. are obtained; this is equivalent to a yield of 74% of theory.

According to the analysis of related databases, 14003-66-8, the application of this compound in the production field has become more and more popular.