ChemicalBook--->CAS DataBase List--->858839-90-4

858839-90-4

858839-90-4 Structure

858839-90-4 Structure
IdentificationBack Directory
[Name]

4-IODO-2-PYRIDONE
[CAS]

858839-90-4
[Synonyms]

4-IODO-2-PYRIDONE
4-Iodo-2-pyridinone
4-Iodopyridin-2(1H)
4-Iodo-2(1H)-pyridinone
4-Iodo-2-hydroxypyridine
4-iodo-2-pyridone , 97+%
2-Hydroxy-4-iodopyridine
4-iodo-1,2-dihydropyridin-2-one
[EINECS(EC#)]

690-950-8
[Molecular Formula]

C5H4INO
[MDL Number]

MFCD09702419
[MOL File]

858839-90-4.mol
[Molecular Weight]

221
Chemical PropertiesBack Directory
[Melting point ]

186-188°C
[Boiling point ]

321.6±35.0 °C(Predicted)
[density ]

2.12±0.1 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[form ]

solid
[pka]

10.76±0.10(Predicted)
[color ]

Pale brown
[CAS DataBase Reference]

858839-90-4
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332-H315-H319-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

4-IODO-2-PYRIDONE(858839-90-4)1HNMR
4-IODO-2-PYRIDONE(858839-90-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Chloro-4-iodopyridine

153034-86-7

4-IODO-2-PYRIDONE

858839-90-4

GENERAL METHOD: 2-chloro-4-iodopyridine (prepared above) was heated with sodium acetate (2.0 eq.) in 1.0 M acetic acid solution at 150°C for 72 hours in a sealed tube. After completion of the reaction, the mixture was cooled to room temperature and concentrated under reduced pressure. The residue was partitioned between ethyl acetate (3 mL/mmol) and cold water (3 mL/mmol). The aqueous layer was extracted with ethyl acetate (3 mL/mmol; 4 times). The combined organic layers were washed sequentially with saturated NaHCO3 solution (1 mL/mmol), brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel fast column chromatography to afford 4-iodo-2-pyridinone (1b/c/d), details of the specific compound are given below.

[References]

[1] Synlett, 2016, vol. 27, # 1, p. 67 - 69
[2] Patent: US2010/331320, 2010, A1. Location in patent: Page/Page column 89; 90
[3] Patent: WO2015/101928, 2015, A1. Location in patent: Page/Page column 48
[4] Patent: WO2012/32014, 2012, A1. Location in patent: Page/Page column 94
[5] Patent: US2012/214782, 2012, A1. Location in patent: Page/Page column 40
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