| Identification | Back Directory | [Name]
3,5-Diiodo-4-hydroxypyridine | [CAS]
7153-08-4 | [Synonyms]
3,5-diiodopyridin-4-ol
4-Pyridinol, 3,5-diiodo-
4-Hydroxy-3,5-diiodopyridine
3,5-Diiodo-4-hydroxypyridine ISO 9001：2015 REACH | [Molecular Formula]
C5H3I2NO | [MOL File]
7153-08-4.mol | [Molecular Weight]
346.89 |
| Chemical Properties | Back Directory | [Boiling point ]
342.0±37.0 °C(Predicted) | [density ]
2.769 | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [pka]
2.36±0.23(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C5H3I2NO/c6-3-1-8-2-4(7)5(3)9/h1-2H,(H,8,9) | [InChIKey]
FRPFEVLOFNAKBS-UHFFFAOYSA-N | [SMILES]
C1=NC=C(I)C(O)=C1I |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 4-hydroxy-3,5-diiodopyridine from pyridin-4(1H)-one: In a 3L three-necked round-bottomed flask, pyridin-4(1H)-one (50.0 g, 0.50 mol) and N-iodosuccinimide (232 g, 1.00 mol) were suspended in acetonitrile (1L). The reaction mixture was refluxed for 3 hours. After completion of the reaction, the mixture was cooled in an ice bath and subsequently filtered and washed with acetonitrile (150 mL). The resulting light yellow solid was dried under reduced pressure at 60 °C for 15 h to give 165 g (95% yield) of 4-hydroxy-3,5-diiodopyridine as a light yellow solid.LC/MS (Method B): retention time 1.34 min, (M+H)+ m/z 348. | [References]
[1] Patent: WO2015/144290, 2015, A1. Location in patent: Page/Page column 69
[2] Journal of Medicinal Chemistry, 2016, vol. 59, # 3, p. 1078 - 1101
[3] DRP/DRBP Org.Chem.,
[4] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 20, p. 765
[5] Journal of the Society of Chemical Industry, London, 1943, vol. 62, p. 189 |
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