2-HYDROXY-3-IODO-5-NITROPYRIDINE 97 Chemical Properties

Melting point:

203-207 °C(lit.)

Boiling point:

317.9±42.0 °C(Predicted)

Density 

2.27±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

solid

pka

6.62±0.10(Predicted)

Appearance

Light yellow to yellow Solid

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-41

Safety Statements 

26-39

WGK Germany 

3

HS Code 

2933399990

2-HYDROXY-3-IODO-5-NITROPYRIDINE 97 Usage And Synthesis

Chemical Properties

Brick red to brown powder

Synthesis

Synthesis of 3-iodo-5-nitropyridin-2-ol (CXXI): a mixture of 2-hydroxy-5-nitropyridine (14 g, 99.9 mmol) and potassium carbonate (13.8 g, 99.9 mmol) was dissolved in N,N-dimethylformamide (100 mL). Iodine (25.3 g, 99.7 mmol) was added in batches at room temperature. The reaction mixture was heated at 85 °C for 15 h and subsequently cooled to room temperature. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was diluted with water (150 mL) and extracted with ethyl acetate (75 mL x 3). The organic phases were combined, washed with brine (150 mL × 3), dried over anhydrous sodium sulfate, and subsequently concentrated in vacuum. The residual solid was washed with hexane (50 mL × 2) and dried under a stream of air to afford the brown solid CXXI (14 g, 53% yield), which could be used in subsequent reactions without further purification.

References

[1] Australian Journal of Chemistry, 2008, vol. 61, # 6, p. 438 - 445
[2] Patent: WO2015/73528, 2015, A1. Location in patent: Page/Page column 191
[3] Journal of Medicinal Chemistry, 2002, vol. 45, # 13, p. 2841 - 2849
[4] Fortschr. Teerfarbenfabr. Verw. Industriezweige, 1930, vol. 17, p. 2439
[5] Patent: US1753170, 1926,

2-HYDROXY-3-IODO-5-NITROPYRIDINE 97(25391-58-6)Related Product Information

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