Category: 3034-42-2

Application of 3034-42-2,Some common heterocyclic compound, 3034-42-2, name is 1-Methyl-5-nitroimidazole, molecular formula is C4H5N3O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of compound 1(2.9 g, 22.83 mmol) in THF (35 mL) was added LiHMDS (1.0 M THF solution, 24 mL, 24 mmol) at -40 C under argon. The mixture was stirred at -40 C for 15 minutes.The aldehyde was added slowly with inner temperature kept below -30 C. The mixture was stirred at – 40 C for 75 minutes before quenched with aqueous saturated NH4C1 solution (10 mL).The reaction mixture was extracted with EtOAc (40 mL x 3), washed with brine (50 mL), dried over Na2504.The solvents were removed under reduced pressure and the residue was purified via flash column to afford clear oil (1.5 g, yield 33%).1HNJIVIR (CDC13, 400 IVIHz) : 7.97 ( s, 1H), 4.22 (m, 1H), 4.00 (s, 3H), 2.24-2.14 (m, 1H), 1.06 (d, J = 6.4 Hz, 3H), 0.93 (dd, J = 1.2, 6.4 Hz, 3H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Methyl-5-nitroimidazole, its application will become more common.

Reference:
Patent; THRESHOLD PHARMACEUTICALS, INC.; MATTEUCCI, Mark; CAI, Xiaohong; CAO, Yeyu; JIAO, Hailong; MA, Jing Yuan; DUAN, Jian-Xin; (52 pag.)WO2016/210175; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 3034-42-2, name is 1-Methyl-5-nitroimidazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C4H5N3O2

General procedure: To a solution of 1-methyl-5-nitro-1H-imidazole (10 g, 0.078 mol) in EtOH (400 mL) was added wet10% Pd/C (2 g), and the mixture was stirred at room temperature for 1 hr. Then diethyl 2- (ethoxymethylene)malonate (20 g, 0.094 mol) was added. The mixture was stirred under H2 for overnight. Pd/C was removed after filtration and the solvent was evaporated in vacuum. The residue was purified by flash column (DCM/MeOH = 10/1) to give diethyl 2-(((1-methyl-1H-imidazol-5-yl)amino)methylene)malonate (6 g, yield: 28.7%) as brown oil. MS: m/z 268.1 (M+H).

According to the analysis of related databases, 3034-42-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; PINKERTON, Anthony, B.; HASSIG, Christian, A.; JACKSON, Michael, R.; ARDECKY, Robert, John; PASS, Ian; (436 pag.)WO2016/123392; (2016); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 3034-42-2, These common heterocyclic compound, 3034-42-2, name is 1-Methyl-5-nitroimidazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: A solution of complex 4a (1 g, 4.25 mmol) in benzene (10 ml) was stirred at 15-20 and treated with a solution of heterocyclic amine or oxaadamantane () (4.25 mmol) in benzene (5 ml) (Scheme 10, Table 1). The reaction mixture was stirred for the indicated time at room temperature, with periodic control of the amount of evolved THF by GLC (60-70, adsorbent – chromosorb, liquid phase – PEG monolaurate). After the increase of THF signal stopped, the reaction mixture was evaporated from Petri dish under exaust hood, the residue was extracted first with hexane and then with Et2O. The combined extract was evaporated under vacuum at room temperature, the residue was recrystallized from Et2O-hexane mixture. Complexes of trinitromethylborane with amines (compounds 7-s) or with oxaadamantanes (compounds 4d,e) were thus obtainecharacteristics, as well as yields and melting points of target complexes 4d,e and 7-s are given in Table 1

The synthetic route of 3034-42-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shitov; Tartakovskii; Ioffe; Chemistry of Heterocyclic Compounds; vol. 50; 12; (2015); p. 1647 – 1657; Khim. Geterotsikl. Soedin.; vol. 50; 12; (2014); p. 1795 – 1806,12;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 3034-42-2, name is 1-Methyl-5-nitroimidazole, 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 3034-42-2, Recommanded Product: 3034-42-2

General procedure: To a solution of 1-methylimidazole derivatives (1 mmol) in adequate volume of acetonitrile, was added 1.5 mmol of 2-bromoacetophenone (1.8 mmol of ethylbromoactate). The reaction mixture was refluxed. When the reaction was(TLC), the solvent volume was reduced and the crude product was then filtered off and washed with cold acetonitrile.

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, 1-Methyl-5-nitroimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Bahnous, Mebarek; Bouraiou, Abdelmalek; Chelghoum, Meryem; Bouacida, Sofiane; Roisnel, Thierry; Smati, Farida; Bentchouala, Chafia; Gros, Philippe C.; Belfaitah, Ali; Bioorganic and Medicinal Chemistry Letters; vol. 23; 5; (2013); p. 1274 – 1278;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 3034-42-2,Some common heterocyclic compound, 3034-42-2, name is 1-Methyl-5-nitroimidazole, molecular formula is C4H5N3O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

EXAMPLE 2 1-Methyl-2-hydroxymethyl-5-nitroimidazole 27.9 g. of 1-methyl-5-nitroimidazole prepared as in Example 1 and 30.1 g. of paraformaldehyde are added to 154 ml. of dimethylsulfoxide and the resulting solution is sealed into a glass-lined tube. The solution is heated at 110 C. for 24 hours, with shaking. The dimethylsulfoxide is removed by distillation at 53-56 C./2 mm. The residue is extracted with 3 * 150 ml. of hot benzene. The benzene extracts are combined and cooled to room temperature. 1-Methyl-2-hydroxymethyl-5-nitroimidazole crystallizes, and is recovered by filtration. The yield of product is 23 g., m.p. 112-114.5 C. When 1-ethyl-5-nitroimidazole, 1-propyl-5-nitroimidazole, 1-n-butyl-5-nitroimidazole, and 4(5)-nitroimidazole are used in the above reaction, respectively, the following compounds are prepared: 1-ethyl-2-hydroxymethyl-5-nitroimidazole; 1-propyl-2-hydroxymethyl-5-nitroimidazole; 1-n-butyl-2-hydroxymethyl-5-nitroimidazole; and 2-hydroxymethyl-5-nitroimidazole.

The synthetic route of 3034-42-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US4010176; (1977); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

3034-42-2, Adding a certain compound to certain chemical reactions, such as: 3034-42-2, name is 1-Methyl-5-nitroimidazole, 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 3034-42-2.

In a sealed glass tube, formaldehyde (1 g, 33.54 mmol) and 1-Methyl-5-nitro-1H-imidazole (4a) (1 g, 7.8 mmol) solution were added in DMSO (5 mL). The tube was heated at 140 C for 48 h. After that solution was poured into water (5 mL) and extracted with ethyl acetate (3 x 5 mL). Then mixture was dried (MgSO4) and solvent evaporation under vacuum, gave crude in the form of solid, which was recrystallized (THF/heptane, 1:1) and product (5a) was isolated (0.76 g, 62% yield) as white powder; m.p. 117 C.

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, 1-Methyl-5-nitroimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Samant, Bhupesh S.; Sukhthankar, Mugdha G.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 3; (2011); p. 1015 – 1018;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem