Category: 5470-66-6

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. 5470-66-6, name is 4-Nitro-2-picoline N-oxide. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H6N2O3

A solution OF 2-METHYL-4-NITROPYRIDINE-N-OXIDE (3.80 g, 24.6 mmol) in 100 ML of acetic acid was slowly heated with iron powder (6.89 g, 124 mmol) in a large flask (caution: the reaction becomes very exothermic upon turning brown). The resulting slurry was heated for 2 hours at 80 C. Excess acetic acid was removed IN VACUO, THE residue was taken up in 20% aqueous sodium hydroxide solution, and 100 mL of chloroform (CHC13) was added and the mixture filtered through CELITES FILTER aid. The aqueous phase was extracted with two 200 mL portions of chloroform. The combined organic layers were dried over magnesium sulfate, filtered, and concentrated in vacuo. The crude product (2.2 g, 83% yield) was used without further purification. A solution OF KI (1. 96 g, 11. 9 mmol) and 12 (1.87 g, 7.36 mmol) in 10 ML of water was added to a REFLUXING solution of the 2-methylpyridin-4-ylamine (1.00 g, 9.25 mmol) and sodium carbonate (683 mg, 6.44 mmol) in 5 ML of water. The mixture was heated at reflux for 2 hours, cooled to room temperature, and treated with 20 mL of ethyl acetate (EtOAc). Phases were separated and the aqueous layer was extracted with three 20 ML portions of ethyl acetate. The combined organic layers were washed with a saturated aqueous sodium thiosulfate (NA2S203) solution, dried over magnesium sulfate, and concentrated ILL vacuo. Flash chromatography (30% ethyl acetate in hexanes to 100% ethyl acetate, gradient) of the resulting residue yielded 4-amino-3-iodo-6-methylpyridine (first eluting: 226 mg, 11% yield) and 4- AMINO-3-IODO-2-METHYLPYRIDINE (second eluting : 116 mg; 5% yield).

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Reference:
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2005/30213; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 5470-66-6, 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 5470-66-6, name is 4-Nitro-2-picoline N-oxide. This compound has unique chemical properties. The synthetic route is as follows.

4-NITROPICOLINE-N-OXIDE (10.0 g, 64.9 mmol) and DIMETHYLSULFATE (6.39 mL, 64.5 mmol) were heated at 70 C for 6 hours under a nitrogen gas (N2) atmosphere. The dark brown mixture, which solidified upon cooling to room temperature was dissolved in 20 mL of water, cooled to -10 C WHILE vigorously stirring, and treated dropwise with a solution of KCN (5.04 g, 77.4 mmol) in 20 mL of water. The mixture was warmed to room temperature overnight. The resulting black heterogeneous mixture was dissolved in 50 ML of ethyl acetate and 50 mL of water. The phases were separated and the aqueous layer was extracted with two 50 mL portions of ethyl acetate. The combined organic layers were dried over magnesium sulfate, filtered, and concentrated in VACUO. Flash chromatography (20% to 50% ethyl acetate in hexanes, gradient) afforded the product as a brown solid (2.80 g, 27% yield). 2-Cyano-6-methyl-4-nitropyridine (1.9 g, 11.6 mmol) in a mixture of 50 mL of ethanol and 15 ML of saturated aqueous ammonium chloride (NH4C1) solution was heated with indium powder (7.00 g, 60.9 mmol) to 60 C for 3 days. 20 mL of water was then added, and the slurry was filtered through CELTES filter aid and the pad was washed with methanol. The filtrate was concentrated IN VACUO to remove volatile organics and extracted with three 20 ML portions of dichloromethane. The combined extracts were dried over magnesium sulfate, filtered, and concentrated in vacuo. Chromatography on SI02 (30% ethyl acetate in hexanes to 100% ethyl acetate, gradient) gave the product as a tan solid (580 mg, 27% yield). 4-Amino-6-methylpyridine-2-carbonitrile was converted to the title product in 57% yield according to the procedure described for the preparation of 4-amino-3-bromo-2,6- dimethylpyridine.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 5470-66-6, 4-Nitro-2-picoline N-oxide.

Reference:
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2005/30213; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem