Identification | Back Directory | [Name]
4,6-DIHYDROXY-2-METHOXYPYRIMIDINE | [CAS]
1758-98-1 | [Synonyms]
2-MethoxypyriMidine-4,6-diol 4,6-Dihydroxy-2-MethoxypyiMidine 2-Methoxy-4,6-dihydroxypyriMidine 4,6-DIHYDROXY-2-METHOXYPYRIMIDINE 4(1H)-PyriMidinone, 6-hydroxy-2-Methoxy- 4(3H)-Pyrimidinone, 6-hydroxy-2-methoxy- 4(1H)-Pyrimidinone, 6-hydroxy-2-methoxy- (9CI) 4,6-DIHYDROXY-2-METHOXYPYRIMIDINE ISO 9001:2015 REACH | [Molecular Formula]
C5H6N2O3 | [MDL Number]
MFCD00209660 | [MOL File]
1758-98-1.mol | [Molecular Weight]
142.11 |
Chemical Properties | Back Directory | [Melting point ]
193-195℃ | [density ]
1.51±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [pka]
4.39±0.10(Predicted) |
Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 4,6-dihydroxy-2-methoxypyrimidines from O-methylisourea hydrochloride and dimethyl malonate:
Step 1: Synthesis of 2-methoxy-pyrimidine-4,6-diols
In a sealed tube, O-methylisourea hydrochloride (3.0 g, 27 mmol) and dimethyl malonate (3.1 mL, 27 mmol) were dissolved in a 30% w/v sodium methanol solution in methanol. The reaction mixture was heated to reflux for 4 h, followed by cooling to room temperature and allowed to stand overnight. The resulting white precipitate was collected by filtration and dried under vacuum to give 4.2 g (quantitative yield) of 4,6-dihydroxy-2-methoxypyrimidine.
1H NMR (DMSO-d6, 400 MHz) δ: 10.21 (br s, 1H), 4.09 (s, 1H), 3.65 (s, 3H). | [References]
[1] Patent: WO2007/65940, 2007, A1. Location in patent: Page/Page column 49 [2] Patent: US2012/88755, 2012, A1. Location in patent: Page/Page column 66-67 |
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