Category: 93683-65-9

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. 93683-65-9, name is 6-Chloro-3-nitropicolinonitrile, molecular formula is C6H2ClN3O2, 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. category: pyridine-derivatives

Method A: To a solution of delta-chloro^-cyano-S-nitro-pyridine (3.03 g, 16.5 mmol) in ethanol (166 ml) and H2O (16 ml) was added iron (165 mmoi, 9.2 g) and calcium chloride (2.75 g, 24.8 mmol). The reaction mixture was refluxed for 4 hours and then cooled down to room temperature. The precipitate was filtered off over Celite and the filtrate was evaporated to dryness. The residue was redissolved in ethyl acetate and extracted with brine. The aqueous layer was extracted back with ethyl acetate. The combined organic layers were evaporated in vacuo. The residue was adsorbed on silica and purified by silica gel column chromatography, the mobile phase being a ethyl acetate/hexane mixture in a ratio of 3:7, resulting in the pure title compound (1.89 g, yield 67 %) which was characterised by its mass spectrum as follows: MS (m/z): 172, 174 ([M+H]+, 100).Method B: To a suspension of 6-chloro-3-nitro-pyridine-2-carbonitrile (9.2 g, 50 mmol) in water (100 ml), was added 20 ml of a 25 % ammonia aqueous solution. The mixture was stirred at room temperature for 20 minutes. Then, Na2S2O4 (50 g, 86 %, 150 mmol) was added portion wise, and the mixture was stirred at room temperature for another 2 hours. The precipitate formed was collected by filtration, washed two times with cold water (10 ml) and then dried over P2O5, resulting in the title compound (7.0 g, yield 81 %) as a yellowish solid which was characterized by its mass spectrum as follows: MS (m/z): 172.1 ([M+H]+, 100).; Example 222 – synthesis of S-amino-e-chloro-pyridine^-carboxamideEither of the two following methods may be used:Method A: to a suspension of theta-chloro-S-nitro-pyridine^-carbonitrile (4 g, 22 mmol) in water (40 ml) was added a 33 % aqueous solution of ammonia in water (8.8 ml). This suspension was stirred at room temperature for 30 minutes. Then, sodium dithionite (21.8 g, 124 mmol) was added portion wise. The resulting mixture was stirred for another 2 hours at room temperature. The precipitate was filtered off and washed with a small amount of water, yielding the title compound (2.7 g, yield: 72 %). MS (m/z): 172, 174 ([M+H]+, 100).Method B: to a suspension of e-chloro-S-nitro-pyridine^-carbonitrile (11.01 g, 60 mmol) in methanol (120 ml), was added Raney-Nickel (3 g, washed with methanol EPO to remove water) and the mixture was shaken under a H2-atmosphere at room temperature for 4 hours. The catalyst was removed by filtration, washed with methanol (500 ml). Both filtrates were combined and then evaporated to dryness. The residue was dissolved in dichloromethane and the solution was filtered through a short and wide column with silica gel (100 g). The column was additionally washed with CH2CI2/Me0H (200 ml, 4:1). The filtrate and washings were combined and evaporated to small volume. The formed precipitate was filtered off to give 3-amino-6- chloro-pyridine-2-carboxamide (8.1 g). The final filtrate was evaporated to dryness and the residue purified by column chromatography on silica gel (30 g). The compound was eluted with the following solvent systems: CH2CI2 (200 ml), CH2CI2/Me0H 100:1 (200 ml). The appropriate fractions were evaporated in vacuo yielding an additional 1.15 g of S-amino-theta-chloro-pyridine^-carboxamide (total yield : 9.25 g, i.e. 90 %) which was characterised as follows:- M.p. 176-177C; – UV (MeOH): 212 (3.76), 256 (4.14), and 348 (3.76); and- elemental analysis: calculated for C6H6CIN3O (171.6): C 42.00 H 3.52 N 24.49. Found: C 42.42 H 3.54 H 24.11.

With the rapid development of chemical substances, we look forward to future research findings about 93683-65-9.

Reference:
Patent; 4 AZA Bioscience nv; WO2006/135993; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 93683-65-9, 6-Chloro-3-nitropicolinonitrile, 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, Quality Control of 6-Chloro-3-nitropicolinonitrile, blongs to pyridine-derivatives compound. Quality Control of 6-Chloro-3-nitropicolinonitrile

Reference Example 20 (0115) 3-Amino-6-chloropyridine-2-carbonitrile (0116) To a solution of 6-chloro-3-nitropyridine-2-carbonitrile (0.32 g and concentrated hydrochloric acid (1.2 mL) in ethanol (3.6 mL) was added iron powder (0.34 g) at room temperature, and the mixture was heated at reflux for 30 minutes. The reaction mixture was cooled to room temperature, and basified by addition of saturated aqueous sodium hydrogen carbonate solution. To the mixture was added ethyl acetate, and the resulting mixture was filtered through a Celite pad, and the filtrate was extracted with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the title compound (0.24 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,93683-65-9, 6-Chloro-3-nitropicolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; Shimizu, Kazuo; Miyagi, Takashi; Ohno, Kohsuke; Ueno, Yasunori; Onda, Yusuke; Suzuki, Hikaru; (35 pag.)US2016/289206; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 93683-65-9, 6-Chloro-3-nitropicolinonitrile, 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, Product Details of 93683-65-9, blongs to pyridine-derivatives compound. Product Details of 93683-65-9

Example 6b 3-nitro-6-thioxo-1,6-dihydropyridine-2-carbonitrile One equivalent of NaSH:H2O is added to a solution of 6-chloro-3-nitropicolinonitrile (5.45 mmol, 1 g) in 20 ml of EtOH. The color turns orange. The reaction medium is stirred at room temperature for 30 minutes. The crude reaction product is then concentrated, redissolved in ethyl acetate and extracted several times using an acidic aqueous phase (1 N HCl) and then a neutral phase. The organic phase is concentrated and the crude reaction product recrystallized in acetone to yield 0.64 g (79%) of yellow crystals. 1H NMR: deltaH ppm (400 MHz, DMSO): 8.71 (1H, d, CHarom), 8.27 (1H, d, CHarom).

The synthetic route of 93683-65-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PIERRE FABRE MEDICAMENT; KALOUN, El Bachir; BEDJEGUELAL, Karim; RABOT, Remi; KRUCZYNSKI, Anna; SCHMITT, Philippe; PEREZ, Michel; RAHIER, Nicolas; US2013/85144; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 93683-65-9 ,Some common heterocyclic compound, 93683-65-9, molecular formula is C6H2ClN3O2, 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.

9.1 g of 2-cyano-3-nitro 6-chloro-pyridine was added, and 200 ml of THF, 100 ml of a saturated ammonium chloride solution, and 16.8 g of iron powder were added and reacted at 50 C for 1 h. After completion of the reaction, it was cooled to room temperature, filtered, and the filter cake was washed with ethyl acetate to give an organic solution.The obtained organic solution was washed once with saturated sodium hydrogen carbonate solution and saturated brine, dried over anhydrous sodium sulfate and concentrated to give a product.After drying, weighed 6.8 g.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,93683-65-9, its application will become more common.

Reference:
Patent; Henan Ruida Pharmaceutical Technology Co., Ltd.; Xu Xuejun; Lin Sheng; (8 pag.)CN108623582; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 93683-65-9, 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 93683-65-9, name is 6-Chloro-3-nitropicolinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Generalprocedure. A solution of 6-chloro-2-cyano-3-nitropyridine (1 equiv) in toluene or dioxane/water (see compound description) was degassed with argon and subsequently, the corresponding aryl boronic acid (1.2equiv), Pd(PPh3)4 (0.02 equiv) and K2CO3 (2 equiv) were added. The mixture was degassed a second time, filled with argon and stirred at 95 C overnight. After completion of the reaction as monitored by TLC,the volatiles were evaporated to dryness and the crude residue was diluted with EtOAc (20 mL) and washed with water (2×20 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated invacuo. The resulting residue was purified by silica gel flash chromatography, yielding the corresponding 6-aryl-3-nitropyridine-2-carbonitrile. The following compounds were made according to this procedure.

According to the analysis of related databases, 93683-65-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; De Jonghe, Steven; Einav, Shirit; Froeyen, Mathy; Herdewijn, Piet; Martinez-Gualda, Belen; Pu, Szu-Yuan; Bioorganic and medicinal chemistry; vol. 28; 1; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 93683-65-9, 6-Chloro-3-nitropicolinonitrile, 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, 93683-65-9, blongs to pyridine-derivatives compound. Product Details of 93683-65-9

To a 1 L flask was added 2 (20.0 g, 108.8 mmol), 400 mL CH2Cl2,TBAB (16 g, 52 mmol) and a solution of rongalite (140.4 g /400 mL H2O) in proper order, the suspension wasstirred acutely at room temperature for 2 hours, after addition of another 75.2 g rongalite, the reaction mixturewas kept stirred for another 1.5 hours. After the reaction, the mixture was neutralized with saturated potassiumcarbonate and stirred for 30 minutes, then the mixture was poured into separator funnel and separated to obtainthe organic phase, the aqueous phase was extracted with CH2Cl2 (300 mL ×2), the organic phase was collectedand dried with MgSO4. After concentrating to saturate state, it was salified with hydrogen chloride saturated indiethyl ether. The white solid appeared was filtered, dissolved in water and precipitated absolutely with additionof aqueous ammonia. The mixture was filtered again to yield 14.6 g white solid (40%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,93683-65-9, its application will become more common.

Reference:
Article; Fan, Yin-Bo; Li, Kun; Huang, Min; Cao, Yu; Li, Ying; Jin, Shu-Yu; Liu, Wen-Bing; Wen, Jia-Chen; Liu, Dan; Zhao, Lin-Xiang; Bioorganic and Medicinal Chemistry Letters; vol. 26; 4; (2016); p. 1224 – 1228;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 93683-65-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 93683-65-9, name is 6-Chloro-3-nitropicolinonitrile. A new synthetic method of this compound is introduced below.

beta-chloro-S-nitro-pyridine-l-carbonitrile (100 mg, 0.54 mmol) is taken up in EtOH (1 niL), combined with SnCl2 (413 mg, 2.18 mmol) and heated to 900C for 3 h. Then the solvent is removed, the residue is taken up in ethyl acetate and first of all washed with NaHCO3 to pH 7, then washed with NaOH (2 M) to pH 8-9. Then the residue is filtered throughCelite, the filtrate is extracted again with ethyl acetate and the combined organic phases are dried on Na2SO4. The solvent is eliminated in vacuo and 3-amino-6-chloro-pyridine-2- carboxylic acid amide is obtained (HPLC-MS: tRet. = 0.78 min, MS(M+H)+ = 172, method LCMSBASl).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,93683-65-9, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; BOEHMELT, Guido; KOFINK, Christiane; KUHN, Daniel; MCCONNELL, Darryl; STADTMUELLER, Heinz; WO2010/7116; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 93683-65-9 ,Some common heterocyclic compound, 93683-65-9, molecular formula is C6H2ClN3O2, 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.

To a solution of 6-chloro-3-nitropyridine-2-carbonitrile (0.32 g) and concentrated hydrochloric acid (1.2 mL) in ethanol (3.6 mL) was added iron powder (0.34 g) at room temperature and the mixture was heated to reflux 30 minute. After the reaction mixture was cooled to room temperature, saturated sodium hydrogencarbonate water was added to make the reaction alkaline. After the addition of ethyl acetate, the mixture was filtered through celite and the filtrate was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was concentrated under reduced pressure to give the title compound (0.24 g

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. 93683-65-9, 6-Chloro-3-nitropicolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KISSEI PHARMACEUTICAL CO., LTD.; SHIMIZU, KAZUO; MIYAGI, TAKASHI; OHNO, KOHSUKE; UENO, YASUNORI; ONDA, YUSUKE; SUZUKI, HIKARU; (70 pag.)TW2016/5823; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem