| Identification | Back Directory | [Name]
5-bromo-1H-pyrimidin-4-one | [CAS]
19808-30-1 | [Synonyms]
Einecs 243-334-4
5-Bromo-4-Pyrimidone
5-Bromo-4(3H)-pyrimidone
5-BroMopyriMidin-4(3H)-one
5-bromo-1H-pyrimidin-6-one
5-BROMOPYRIMIDIN-4(1H)-ONE
5-Bromo-4(1H)-pyrimidinone
5-bromo-1H-pyrimidin-4-one
5-Bromopyrimidine-4(3H)-one
5-Bromo-4-hydroxypyrimidine
4(1H)-Pyrimidinone, 5-bromo-
4(3H)-Pyrimidinone, 5-bromo-
5-Bromopyrimidin-4(1H)-one,97%
5-bromo-3,4-dihydropyrimidin-4-one
5-Bromo-3,4-dihydropyrimidine-4-one
5-BroMo-4-hydroxypyriMidine.1/2H2SO4
5-bromo-1H-pyrimidin-4-one ISO 9001：2015 REACH | [EINECS(EC#)]
243-334-4 | [Molecular Formula]
C4H3BrN2O | [MDL Number]
MFCD00223740 | [MOL File]
19808-30-1.mol | [Molecular Weight]
174.983 |
| Chemical Properties | Back Directory | [Melting point ]
198-200℃ | [density ]
2.00±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
7.25±0.40(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C4H3BrN2O/c5-3-1-6-2-7-4(3)8/h1-2H,(H,6,7,8) | [InChIKey]
CLJIGLPOBRSBNU-UHFFFAOYSA-N | [SMILES]
C1=NC=C(Br)C(=O)N1 | [EPA Substance Registry System]
5-Bromo-4(1H)-pyrimidinone (19808-30-1) |
| Hazard Information | Back Directory | [Synthesis]
Step A: Preparation of 5-bromopyrimidin-4(3H)-one: bromine (16.0 mL, 312 mmol) was slowly added dropwise to a suspension of chloroform (1 L) of 4-hydroxypyrimidine (30 g, 312 mmol) at 0 °C. Methanol (10 mL) was then added as a catalyst and the reaction mixture was stirred at 0 °C for 12 hours. Upon completion of the reaction, the resulting white solid product was collected by filtration, washed sequentially with hexane and ether, and then dried under vacuum to afford 5-bromopyrimidin-4-one (50 g, 91.5% yield). The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6): δ 11.15 (broad single peak, 1H), 8.42 (single peak, 1H), 8.40 (single peak, 1H). | [References]
[1] Patent: US2007/238726, 2007, A1. Location in patent: Page/Page column 75
[2] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 16, p. 3905 - 3912
[3] Journal of the Chemical Society, 1955, p. 3478,3481
[4] Patent: WO2013/111105, 2013, A1. Location in patent: Page/Page column 125 |
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