ChemicalBook--->CAS DataBase List--->79387-69-2

79387-69-2

79387-69-2 Structure

79387-69-2 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

5-Iodo-2-pyrimidone(79387-69-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Hydroxypyrimidine

557-01-7

5-Iodo-2-pyrimidone

79387-69-2

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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