15128-82-2 Usage
Description
3-Hydroxy-2-nitropyridine is a yellow crystalline powder with unique chemical properties that make it a valuable compound in various applications, particularly in the field of pharmaceuticals and chemical synthesis.
Uses
Used in Pharmaceutical Industry:
3-Hydroxy-2-nitropyridine is used as a key intermediate in the synthesis of novel sulfonates, which are potent inhibitors of cell proliferation and tubulin polymerization. These sulfonates have potential applications in the development of new drugs for the treatment of various diseases, including cancer.
Used in Chemical Synthesis:
3-Hydroxy-2-nitropyridine serves as a versatile building block in the synthesis of various organic compounds, particularly those with potential pharmaceutical or biological activities. Its unique structure allows for further functionalization and modification, making it a valuable asset in the development of new molecules with specific properties and applications.
Preparation
Synthesis of 3-hydroxy-2-nitropyridine: add 10g of 3-hydroxypyridine, 80ml of ethyl acetate, 4.2g of KNO3 and 21ml of acetic anhydride into a 250mL three-necked flask, and heat at 45°C with magnetic stirring After the reaction is completed, it is cooled to room temperature, filtered with suction, washed with a small amount of ethyl acetate for 1 to 2 times, the filtrate is taken to adjust the pH to neutrality with saturated NaOH solution, and extracted with ethyl acetate for 3 to 4 times. , take the extract and add activated carbon and heat under reflux for 1 hour, cool and filter, take the filtrate, dry with anhydrous magnesium sulfate, filter, concentrate on a rotary evaporator, and dry in a drying oven. 11.9 g of 3-hydroxy-2-nitropyridine was obtained with a yield of 81%.
Check Digit Verification of cas no
The CAS Registry Mumber 15128-82-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,1,2 and 8 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 15128-82:
(7*1)+(6*5)+(5*1)+(4*2)+(3*8)+(2*8)+(1*2)=92
92 % 10 = 2
So 15128-82-2 is a valid CAS Registry Number.
InChI:InChI=1/C5H4N2O3/c8-4-2-1-3-6-5(4)7(9)10/h1-3,8H
15128-82-2Relevant articles and documents
Iodine(III)-Catalyzed Electrophilic Nitration of Phenols via Non-Br?nsted Acidic NO2+ Generation
Juárez-Ornelas, Kevin A.,Jiménez-Halla, J. Oscar C.,Kato, Terumasa,Solorio-Alvarado, César R.,Maruoka, Keiji
supporting information, p. 1315 - 1319 (2019/03/07)
The first catalytic procedure for the electrophilic nitration of phenols was developed using iodosylbenzene as an organocatalyst based on iodine(III) and aluminum nitrate as a nitro group source. This atom-economic protocol occurs under mild, non-Br?nsted acidic and open-flask reaction conditions with a broad functional-group tolerance including several heterocycles. Density functional theory (DFT) calculations at the (SMD:MeCN)Mo8-HX/(LANLo8+f,6-311+G) level indicated that the reaction proceeds through a cationic pathway that efficiently generates the NO2+ ion, which is the nitrating species under neutral conditions.