| Identification | Back Directory | [Name]
2,4-dihydroxyfuro[3,4-d]pyriMidin-7(5H)-one | [CAS]
15783-48-9 | [Synonyms]
2,4-Dichlorofuro[3,4-d]pyrimidin-7(5H)-one 2,4-dichloro-5H-furo[3,4-d]pyrimidin-7-one 2,4-dihydroxyfuro[3,4-d]pyriMidin-7(5H)-one Furo[3,4-d]pyrimidin-7(5H)-one, 2,4-dichloro- | [EINECS(EC#)]
810-328-3 | [Molecular Formula]
C6H2Cl2N2O2 | [MDL Number]
MFCD18072502 | [MOL File]
15783-48-9.mol | [Molecular Weight]
205 |
| Chemical Properties | Back Directory | [Boiling point ]
464.0±45.0 °C(Predicted) | [density ]
1.760±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [pka]
-5.44±0.20(Predicted) | [Appearance]
Off-white to yellow Solid |
| Hazard Information | Back Directory | [Synthesis]
Step 2-Synthesis of 2,4-dichlorofuro[3,4-d]pyrimidin-7(5H)-one (fq): to a suspension of 5-hydroxymethyl orotate lactone (fp) (550 mg, 3.3 mmol) in dichloromethane (2.5 mL) was added drop-wise triethylamine (TEA) (0.91 mL, 6.5 mmol), followed by phosphorus oxychloride (POCl3) ( 4.5 mL, 48 mmol). The reaction mixture was stirred at 90 °C overnight. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was carefully poured into ice water and extracted with dichloromethane (3×). The organic phases were combined, dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure to give 510 mg (76% yield) of the target product (fq) as a brown solid. The product could be used in subsequent reactions without further purification; LC-MS: m/z = 205 ([M+H]+). | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 7, p. 2565 - 2571 [2] Patent: US2010/331305, 2010, A1. Location in patent: Page/Page column 75 [3] Patent: US2011/21515, 2011, A1. Location in patent: Page/Page column 10 [4] Patent: WO2012/99581, 2012, A1. Location in patent: Page/Page column 21 |
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