Category: 57531-37-0

Electric Literature of 57531-37-0, 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. 57531-37-0, name is 2-Chloro-5-nitroimidazole, This compound has unique chemical properties. The synthetic route is as follows.

Example 1 Preparation of 2-chloro-1-(3-chloro-2-hydroxypropyl)-4-nitroimidazole Sodium hydrogencarbonate (1.25 g, 14.91 mmol) 5 was added to a solution of 2-chloro-4-nitro-1H-imidazole (2 g, 13.56 mmol) and epichlorohydrin (1.38 g, 14.91 mmol) in acetonitrile (60 ml), and the resulting mixture was stirred under reflux for 4 hours. The reaction mixture was allowed to return to room 10 temperature, and concentrated under reduced pressure. To the residue, water (20 ml) was added, the resulting mixture was extracted with methylene chloride (15 ml) twice, and the extracts were dried over sodium sulfate, and then filtrated. The filtrate was concentrated 15 under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/n-hexane = 1/1) to afford 2-chloro-1-(3-chloro-2-hydroxypropyl)-4-nitroimidazole (2.04 g, yield 63percent) as a light yellow oil. 20 1H-NMR (CDCl3) deltappm: 3.51 – 3.70 (2H, m), 4.02 – 4.35 (4H, m), 7.92 (1H, s).

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-5-nitroimidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; EP1555267; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 57531-37-0, 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. 57531-37-0, name is 2-Chloro-5-nitroimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 4 Preparation of (S)-2-chloro-1-(2-methyl-2-oxiranylmethyl)-4-nitroimidazole To N,N-dimethylformamide (2.5 ml) solution of (R)-2-methylglycidyl-4-nitrobenzenesulfonate (0.5 g, 96.5percent e.e.) were added 2-chloro-4-nitro-1H-imidazole (0.324 g) and potassium carbonate (0.330 g) at a room temperature. After being stirred the reaction mixture at 50°C for 4 hours, the mixture was cooled to a room temperature, and was poured in water to cease the reaction. Extracted with ethyl acetate, and the extract was washed with water and an aqueous solution being saturated with sodium chloride in this order, then dried over anhydrous magnesium sulfate, and concentrated under a reduced pressure to obtain yellow solid product. The thus obtained yellow solid product was purified by use of a silica gel column chromatography (eluent: n-hexane/ethyl acetate = 7/3), there was obtained (S)-2-chloro-1-(2-methyl-2-oxiranylmethyl)-4-nitroimidazole (0.341 g, yield: 85.6percent) as pale yellow crystals. Melting point: 65.5 – 67.0°C 1H-NMR (CDCl3) delta(ppm): 1.39 (3H, s), 2.62 (1H, d, J=3.6Hz), 2.79 (1H, d, J=3.6Hz), 3.99 (1H, d, J=14.7Hz), 4.38 (1H, d, J=14.7Hz), 7.87 (1H, s). Optical purity: 95.4percent e.e. The optical purity was determined by use of high performance liquid chromatography (HPLC) under the following conditions. Column: CHIRALPAK AD (4.6 mmphi* 250 mm) [manufactured by Daicel Chemical Industries, Ltd.] Moving bed: n-hexane/ethanol = 850/150 Flow velocity: 1.0 ml/minute Detection wave length: 254 nm.

The synthetic route of 2-Chloro-5-nitroimidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Otsuka Pharmaceutical Company, Limited; EP1553088; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 57531-37-0, name is 2-Chloro-5-nitroimidazole, molecular formula is C3H2ClN3O2, 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. SDS of cas: 57531-37-0

A solution of 2,4 ‘ -dibromoacetophenone (5 g, 18 mmol), 2-chloro-4-nitro- lH-imidazole (4 g, 27 mmol, 1.5 equiv.) and K2CO3 (3.73 g, 27 mmol, 1.5 equiv) in CH3CN (180 mL) was stirred at 60 0C for 2h. The reaction mixture was cooled to rt, and the solids precipitates were filtered. The precipitates were washed with water and the filtered mixture of organic solvents and water were separated. The organic layers were concentrated and recrystalized with acetone to provide 5.5 g (15.99 mmol, 89percent) of brown solid. ESI MS m/z 346 (M + H+) with bromine doublet pattern.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 57531-37-0, its application will become more common.

Reference:
Patent; GLOBAL ALLIANCE FOR TB DRUG DEVELOPMENT; WO2009/120789; (2009); 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. 57531-37-0, name is 2-Chloro-5-nitroimidazole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Chloro-5-nitroimidazole

Example 3 Preparation of 2-chloro-1-(2,3-dihydroxy-2-methylpropyl)-4-nitroimidazole 2-Chloro-4-nitro-1H-imidazole (6.78 g, 46 mmol) and 2-methyloxiran-2-ylmethyl 4-nitrobenzoate (12 g, 51 mmol) were dissolved in ethyl acetate (24 ml), and triethylamine (1.3 ml, 9.2 mmol) was added to the solution. The resulting mixture was stirred under reflux for 14 hours. The reaction mixture was concentrated under reduced pressure, and methylene chloride (40 ml) was added to the residue. The resulting precipitates were filtered off, and dissolved in methanol (120 ml). To the solution, potassium carbonate (318 mg, 2.3 mmol) was added, and the resulting mixture was stirred at room temperature for 1 hour. To the resulting mixture, 6 N hydrochloric acid (0.8 ml) and magnesium sulfate (8 g) were added in this order with cooling on ice-bath, and the resulting mixture was stirred for 30 minutes. Insoluble matters were removed by filtration through Celite, and the filtrate was concentrated under reduced pressure. To the residue, ethyl acetate (6 ml) and toluene (60 ml) were added. The resulting precipitates were filtered off and dried at 50C to afford 2-chloro-1-(2,3-dihydroxy-2-methylpropyl)-4-nitroimidazole (7.88 g, yield 72%) as a white powder. 1H-NMR (DMSO-d6) deltappm: 1.02 (3H, s), 3.25 (2H, d, J = 5.3 Hz), 4.04 (2H, s), 4.98 (1H, s), 5.10 (1H, t, J = 5.4 Hz), 8.29 (1H, s).

According to the analysis of related databases, 57531-37-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; EP1555267; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 57531-37-0, 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. 57531-37-0, name is 2-Chloro-5-nitroimidazole, This compound has unique chemical properties. The synthetic route is as follows.

Example 1 Preparation of 2-chloro-1-(3-chloro-2-hydroxypropyl)-4-nitroimidazole Sodium hydrogencarbonate (1.25 g, 14.91 mmol) 5 was added to a solution of 2-chloro-4-nitro-1H-imidazole (2 g, 13.56 mmol) and epichlorohydrin (1.38 g, 14.91 mmol) in acetonitrile (60 ml), and the resulting mixture was stirred under reflux for 4 hours. The reaction mixture was allowed to return to room 10 temperature, and concentrated under reduced pressure. To the residue, water (20 ml) was added, the resulting mixture was extracted with methylene chloride (15 ml) twice, and the extracts were dried over sodium sulfate, and then filtrated. The filtrate was concentrated 15 under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/n-hexane = 1/1) to afford 2-chloro-1-(3-chloro-2-hydroxypropyl)-4-nitroimidazole (2.04 g, yield 63percent) as a light yellow oil. 20 1H-NMR (CDCl3) deltappm: 3.51 – 3.70 (2H, m), 4.02 – 4.35 (4H, m), 7.92 (1H, s).

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-5-nitroimidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; EP1555267; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 57531-37-0, 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 57531-37-0 as follows.

Example 4246To a stirred solution of compound 45 (0.7 mmol) in dry DMF is added K2CO3 (1.4 mmol) and NaI (0.066 mmol)and stirred for 30 min at rt. Then compound 2-chloro-4nitro-imidazol (0.84 mmol) is added at rt and stirred for over night at 80 0C and the reaction is monitored by TLC. The reaction mixture is diluted with water and extracted with DCM (3 x 25 mL) and washed with water, brine and dried (over with Na2SO4) and concentrated under vacuum. The crude compound is purified over neutral alumina using 30percent EtOAc/pet-ether as eluent to give 46. MS: M+ 396.3

According to the analysis of related databases, 57531-37-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; US DEPARTMENT OF HEALTH & HUMAN SERVICES; WO2007/75872; (2007); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem