Category: 86604-79-7

Synthetic Route of 86604-79-7, 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 86604-79-7, name is 2,3,5-Trimethyl-4-nitropyridine 1-oxide. This compound has unique chemical properties. The synthetic route is as follows.

The 2,3,5-trimethyl-4-nitropyridine1-oxide (13.4 g, 73.6 mmol) obtained in the step (11c) was added to acetyl chloride (80 ml, 1,125 mmol) at -30 C. in a nitrogen atmosphere. The mixture was stirred at -30 C. to room temperature for 4 hours and 20 minutes. After the reaction mixture was concentrated, the residue was subjected to silica gel column chromatography (NH silica gel: 300 g, elution solvent: heptane, heptane/ethyl acetate=50/50, ethyl acetate, ethyl acetate/methanol=10/1) to obtain fractions containing a pure product of the title compound and fractions containing a crude product of the title compound. The fractions containing a crude product of the title compound was concentrated. The residue was suspended in ethyl acetate and the resulting precipitate was collected by filtration, washed with ethyl acetate and diethyl ether to obtain the title compound (Lot A, 1.58 g) as a white solid. The filtrate was concentrated. The residue was dissolved in chloroform and washed with a saturated aqueous solution of sodium hydrogen carbonate, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was suspended in diethyl ether. The resulting precipitate was collected by filtration, washed with diethyl ether to obtain the title compound (Lot B, 2.69 g) as a pale brown solid. The fractions containing a pure product of the title compound were concentrated. The residue was dissolved in chloroform, washed with a saturated aqueous solution of sodium hydrogen carbonate, dried over anhydrous sodium sulfate, filtered and concentrated to obtain the title compound (Lot C, 6.56 g) as a pale white solid. The yield of the obtained title compounds of 3 lots was 85.7% in total. Lot A: 1H NMR(400 MHz, DMSO-d6) deltappm; 2.24(3H, s), 2.35(3H, s), 2.39(3H, s), 8.25(1H, s). Lot B: 1H NMR(400 MHz, DMSO-d6) deltappm; 2.24(3H, s), 2.35(3H, s), 2.39(3H, s), 8.25(1H, s). Lot C: 1H NMR(400 MHz, DMSO-d6) deltappm; 2.24(3H, s), 2.35(3H, s), 2.39(3H, s), 8.25(1H, s).

According to the analysis of related databases, 86604-79-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eisai Co., Ltd.; US2007/10542; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 86604-79-7, 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 86604-79-7, name is 2,3,5-Trimethyl-4-nitropyridine 1-oxide. This compound has unique chemical properties. The synthetic route is as follows.

The 2,3,5-trimethyl-4-nitropyridine1-oxide (13.4 g, 73.6 mmol) obtained in the step (11c) was added to acetyl chloride (80 ml, 1,125 mmol) at -30 C. in a nitrogen atmosphere. The mixture was stirred at -30 C. to room temperature for 4 hours and 20 minutes. After the reaction mixture was concentrated, the residue was subjected to silica gel column chromatography (NH silica gel: 300 g, elution solvent: heptane, heptane/ethyl acetate=50/50, ethyl acetate, ethyl acetate/methanol=10/1) to obtain fractions containing a pure product of the title compound and fractions containing a crude product of the title compound. The fractions containing a crude product of the title compound was concentrated. The residue was suspended in ethyl acetate and the resulting precipitate was collected by filtration, washed with ethyl acetate and diethyl ether to obtain the title compound (Lot A, 1.58 g) as a white solid. The filtrate was concentrated. The residue was dissolved in chloroform and washed with a saturated aqueous solution of sodium hydrogen carbonate, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was suspended in diethyl ether. The resulting precipitate was collected by filtration, washed with diethyl ether to obtain the title compound (Lot B, 2.69 g) as a pale brown solid. The fractions containing a pure product of the title compound were concentrated. The residue was dissolved in chloroform, washed with a saturated aqueous solution of sodium hydrogen carbonate, dried over anhydrous sodium sulfate, filtered and concentrated to obtain the title compound (Lot C, 6.56 g) as a pale white solid. The yield of the obtained title compounds of 3 lots was 85.7% in total. Lot A: 1H NMR(400 MHz, DMSO-d6) deltappm; 2.24(3H, s), 2.35(3H, s), 2.39(3H, s), 8.25(1H, s). Lot B: 1H NMR(400 MHz, DMSO-d6) deltappm; 2.24(3H, s), 2.35(3H, s), 2.39(3H, s), 8.25(1H, s). Lot C: 1H NMR(400 MHz, DMSO-d6) deltappm; 2.24(3H, s), 2.35(3H, s), 2.39(3H, s), 8.25(1H, s).

According to the analysis of related databases, 86604-79-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eisai Co., Ltd.; US2007/10542; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 86604-79-7, 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. 86604-79-7, name is 2,3,5-Trimethyl-4-nitropyridine 1-oxide. A new synthetic method of this compound is introduced below.

2,3,5-trimethyl-4-nitropyridine 1-oxide (850 g, 4.67 mol) was charged with water (400 g) and 36% concentrated hydrochloric acid (1.69 kg), and the resultant solution was heated to 70C. The solution was then charged with N,N-dimethylformamide (115 mL) and heated to 100C. Once the reaction had finished, the solution was cooled to 20C and then charged into a mixture of potassium carbonate (1.40 kg) and water (7 L). The resultant mixture was extracted with chloroform (1.0 L ¡Á 3), dried over sodium sulfate and then concentrated. The resultant crude product was stirred for 2 hours in a mixed solution of diisopropyl ether (500 mL) and n-hexane (1.0 L), and the resultant solution was then filtered with suction. The resultant wet substance was dried overnight under vacuum to obtain 666.4 g of the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,86604-79-7, 2,3,5-Trimethyl-4-nitropyridine 1-oxide, and friends who are interested can also refer to it.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP1875911; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 86604-79-7 ,Some common heterocyclic compound, 86604-79-7, molecular formula is C8H10N2O3, 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.

Step 4; [00286] Jifj-2,3,5-Dimethyl-4-nitropyridine-l -oxide: A dry heavy-walled teflon screw cap glass tube equipped with a magnetic stirrer was charged with 2,3,5-trimethyl-4- nitropyridine-1 -oxide (5 g, 27.5 mmol), potassium carbonate (3.8 g, 27.5 mmol) and deuterium oxide (30 mL) under nitrogen. The apparatus was sealed and the mixture was placed in an oil bath at about 15O0C for about 2 hours. The reaction was cooled to ambient temperature, and sodium chloride (1Og) and brine (50 mL) were added. The title product, 4.2 g of a yellow solid with identical TLC behavior as the starting material (Rf = 0.3 in 10% methanol-DCM), was isolated using standard extractive work up. The above process was repeated to afford 3.25 g of product that had deuterium incorporation of 98.1% as determined by GC-MS analysis. Yield: 65%. GC-MS: [M]+: 192 (81.6%, 2,3,5-trimethyl-4- nitropyridine-1 -oxide-dio), 191 (18.3%, 2,3,5-trimethyl-4-nitropyridine-l-oxide-d9). Step 4[00294] fi(m-2,3,5-Dimethyl-4-nitropyridine-1 -oxide: The title compound was made by following the procedure set forth in Example 1, step 4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,86604-79-7, its application will become more common.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; WO2008/127640; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem