Category: 94166-64-0

Application of 94166-64-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 94166-64-0, name is 2-Chloro-6-nitropyridine, molecular formula is C5H3ClN2O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: TAPEHA-Pd (0.015 g) was added to a solution of nitroarenes (1.0 mmol) in EtOH/water (1/1) (20 mL). After NaBH4 (4.0 mmol) was slowly added to the mixture, the color of the reaction mixture turned gradually black in a few minutes, resulting in the formation of palladium nanoparticles (TAPEHA-PdNPs). 42 After being stirredfor 1.5 h at room temperature and atmospheric pressure, the catalyst was removed by ltering and the fitrate was extracted with 3 30 mL of EtOAc. The combined organic layers were dried over MgSO4 and concentrated in a vacuum.

According to the analysis of related databases, 94166-64-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Genc, Hayriye; Zengin, Mustafa; Kuecuekislamo?lu, Mustafa; Imamoglu, Mustafa; Toplan, Hueseyin Oezkan; Arslan, Mustafa; Turkish Journal of Chemistry; vol. 41; 5; (2017); p. 784 – 792;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 94166-64-0, name is 2-Chloro-6-nitropyridine, the common compound, a new synthetic route is introduced below. Formula: C5H3ClN2O2

Preparation of N-(3-(4-(6-Nitropyridin-2-yl)piperazin-l- yl)propyl)cyclohexanecarboxamideN-(3-(Piperazin-l-yl)propyl)cyclohexanecarboxamide (128 mg, 0.50 mmol), and 2- chloro-6-nitropyridine (79 mg, 0.50 mmol) were dissolved in dry acetonitrile (8 ml) in a 10 mL microwave tube and diisopropylethylamine (87 muL·, 0.50 mmol) added. The mixture was stirred and then heated in the microwave oven at 120C for 60 min. TLC (5% MeOH-EtOAc) showed the presence of 2 close running products of Rf 0.16 and 0.10. The reaction mixture was evaporated under reduced pressure to give a brown residue that was purified by chromatography on silica gel eluting with a 0-10% methanol in ethyl acetate gradient. The product was further purified by semi-preparative HPLC using a gradient of 50-95% methanol in water over 20 min (at) 18 ml/min (Gemini C18, 11 OA, 150 x 21.2 mm, 5 muiotaeta; Rt 10.8 min) to give the product (37 mg, 19%).LCMS: calcd for C19H29N5O3, 375.2; found 376.1 [M+H] . and 13C NMR were consistent with the structure.Purity was 96% by HPLC (UV 254nm).

The synthetic route of 94166-64-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GE HEALTHCARE LIMITED; MEDI-PHYSICS, INC.; NEWINGTON, Ian, Martin; WYNN, Duncan George; NAIRNE, Robert James Domett; GUILBERT, Benedicte; MANDAL, Subrata; JINTO, Jose; VARADARAJAN, Sunderaraman; RANGASWAMY, Chitralekha; BETTS, Helen; DAVIS, Rebecca; WO2011/150183; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 94166-64-0, 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 94166-64-0 as follows.

In a 20 ml microwave vial, 2-chloro-6-nitropyridine (1.0 g, 6.3 mmol) was dissolved in dioxane (10 ml) and piperidine-4-carboxamide (1.05 g, 1.3 eq) was added followed by Hunig’s base (3.3 ml, 3 eq). The reaction was subjected to in the microwave for 2.5 h at 180 C. The reaction mixture was diluted with water, the mixture was extracted twice with hot ethyl acetate, treated with brine, dried with MgS04, filtered and the solvent was removed in vacuo to give the crude product. The crude product was refluxed with DCM (10 ml), the solution was allowed to cool and washed with DCM to give the purified crude product as a solid. The solid was recrystallized from 2% hexane/ ethyl acetate to give [l-(6-nitropyridin-2-yl)piperidine-4-carboxamide (0.53 g solid, 33% yield, HPLC Rf 2.18 min, MS m/z (M+l) 251.3, (M-l) 249.2). TLC ethyl acetate Rf 0.26.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,94166-64-0, its application will become more common.

Reference:
Patent; KARIN & STEN MORTSTEDT CBD SOLUTIONS AB; SOHN, Daniel Dungan; (185 pag.)WO2019/197502; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 94166-64-0, name is 2-Chloro-6-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H3ClN2O2

To a solution of 2-chloro-6-nitropyridine (2.0g, 22.96mmol, 1.5eq) and 3-methoxyazetidine (2.43g, 15.30mmol, l .Oeq) in dimethyl sulfoxide (20mL) was added sodium bicarbonate (2.57g, 30.60mmol, 2.0 eq). Reaction mixture was stirred at 80C for 4h. After completion of reaction, reaction mixture was transferred into water and extracted with ethyl acetate. Organic layer was combined, dried over sodium sulphate and concentrated under reduced pressure to obtain crude material. This was further purified by column chromatography and compound was eluted in 20% ethyl acetate in hexane as eluant to obtain pure 98.1 (2.0g, 62.47 %). MS(ES): m/z 210.21 [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 94166-64-0.

Reference:
Patent; NIMBUS LAKSHMI, INC.; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine C.; LEIT DE MORADEI, Silvana Marcel; MASSE, Craig E.; MCLEAN, Thomas H.; MONDAL, Sayan; (401 pag.)WO2018/71794; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem