6-Nitro-3H-imidazo[4,5-b]pyridine

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6-Nitro-3H-imidazo[4,5-b]pyridine Basic information
Product Name:6-Nitro-3H-imidazo[4,5-b]pyridine
Synonyms:6-nitro-1(3)H-imidazo[4,5-b]pyridine;3H-Imidazo[4,5-b]pyridine, 6-nitro-;6-nitro-1H-imidazo[4,5-b]pyridine;6-Nitro-3H-imidazo[4,5-b]pyridine
CAS:3537-09-5
MF:C6H4N4O2
MW:164.12
EINECS:
Product Categories:
Mol File:3537-09-5.mol
6-Nitro-3H-imidazo[4,5-b]pyridine Structure
6-Nitro-3H-imidazo[4,5-b]pyridine Chemical Properties
Melting point >260 °C
Boiling point 233.4±50.0 °C(Predicted)
density 1.79±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka3.26±0.20(Predicted)
Safety Information
MSDS Information
6-Nitro-3H-imidazo[4,5-b]pyridine Usage And Synthesis
Synthesis
Formic acid

64-18-6

5-NITROPYRIDINE-2,3-DIAMINE

3537-14-2

6-NITRO-3H-IMIDAZO[4,5-B]PYRIDINE

3537-09-5

5-Nitropyridine-2,3-diamine (0.050 g, 0.32 mmol) was dissolved in formic acid (10 mL), heated to 100 °C and kept for 6 h. The reaction was completed with aqueous phase (10 mL). After completion of the reaction, the reaction mixture was diluted with water (10 mL) and the pH was adjusted with 3N NaOH solution to 7. The aqueous phase was extracted six times with a 25% isopropanol (IPA)/dichloromethane (DCM) solvent mixture, and the organic phases were combined, dried with anhydrous Na2SO4, and concentrated under reduced pressure to afford 6-nitro-3H-imidazo[4,5-b]pyridine (52 mg, 98% yield) as a solid.

References[1] Patent: WO2009/111277, 2009, A1. Location in patent: Page/Page column 53
[2] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 21, p. 5896 - 5899
6-Nitro-3H-imidazo[4,5-b]pyridine Preparation Products And Raw materials
Raw materialsFormic acid-->5-Nitropyridine-2,3-diamine-->Sodium hydroxide
Tag:6-Nitro-3H-imidazo[4,5-b]pyridine(3537-09-5) Related Product Information
Ornidazole 3H-Imidazo[4,5-b]pyridin-6-amine dihydrochloride 1H-Imidazo[4,5-b]pyridin-6-amine(9CI) 3H-Imidazo[4,5-b]pyridine, 7-nitro- 7-chloro-6-nitro-3H-imidazo[4,5-b]pyridine 6-Nitro-1H-imidazo[4,5-b]pyridine-2-carboxylic Acid