| Identification | Back Directory | [Name]
5-Iodo-2-pyrimidone | [CAS]
79387-69-2 | [Synonyms]
5-Iodo-2-pyrimidone
5-Iodopyrimidin-2(1H)
5-IodopyriMidin-2(1H)-one
5-iodo-1H-pyrimidin-2-one
2-Hydroxy-5-Iodopyrimidine
2(1H)-Pyrimidinone, 5-iodo-
5-Iodo-2(1H)-pyrimidinone, 97+%
5-Iodo-2-pyrimidone ISO 9001：2015 REACH | [Molecular Formula]
C4H3IN2O | [MDL Number]
MFCD09744044 | [MOL File]
79387-69-2.mol | [Molecular Weight]
221.98 |
| Chemical Properties | Back Directory | [density ]
2.40±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C(protect from light) | [pka]
7.86±0.10(Predicted) | [Appearance]
Light brown to brown Solid | [InChI]
InChI=1S/C4H3IN2O/c5-3-1-6-4(8)7-2-3/h1-2H,(H,6,7,8) | [InChIKey]
PVHCYDBPRLPQMP-UHFFFAOYSA-N | [SMILES]
C1(=O)NC=C(I)C=N1 |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 5-iodo-2-pyrimidinone from 2(1H)-pyrimidinone is as follows: in Example 3, 2-pyrimidinone (6 g, 62.44 mmol) and N-iodosuccinimide (14.7 g, 65.3 mmol) were dissolved in anhydrous DMF (30 ml), and stirred for 48 hr. at room temperature away from light and moisture. After completion of the reaction, the reaction mixture was slowly poured into ether (50 ml) under stirring and the supernatant was removed by decantation. The precipitate was collected by filtration and washed sequentially with acetone and methanol until the filtrate showed light yellow color. After drying under vacuum, the yellow granular product 5-iodo-2(1H)-pyrimidinone was obtained.TLC and spectral analysis showed high purity of the product, but elemental analysis indicated the presence of trace DMF contamination. The final yield was 11.35 g with 77.5% yield. | [References]
[1] Journal of Medicinal Chemistry, 1985, vol. 28, # 7, p. 904 - 910
[2] Patent: US4895937, 1990, A
[3] Patent: US4782142, 1988, A |
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