| Identification | Back Directory | [Name]
5-FLUORO-1,3-DIMETHYLURACIL | [CAS]
3013-92-1 | [Synonyms]
Fluorouracil-001
5-FLUORO-1,3-DIMETHYLURACIL
1,3-dimethyl-5-fluorouracil
5-Fluoro-1,3-dimethyluracil 99%
5-fluoro-1,3-dimethylpyrimidine-2,4-dione
5-fluoro-1,3-diMethylpyriMidine-2,4(1H,3H)-dione
2,4(1H,3H)-Pyrimidinedione,5-fluoro-1,3-dimethyl-
1,3-Dimethyl-5-fluorouracil, 2,4-Dihydroxy-1,3-dimethyl-5-fluoropyrimidine | [Molecular Formula]
C6H7FN2O2 | [MDL Number]
MFCD00192176 | [MOL File]
3013-92-1.mol | [Molecular Weight]
158.13 |
| Chemical Properties | Back Directory | [Melting point ]
132-134 °C(lit.) | [Boiling point ]
182.5±50.0 °C(Predicted) | [density ]
1.37±0.1 g/cm3(Predicted) | [pka]
-4.07±0.40(Predicted) | [BRN ]
880396 |
| Hazard Information | Back Directory | [Uses]
5-Fluoro-1,3-dimethyluracil may be used as starting material in the following processes:
- Regioselective synthesis of tetrahydronaphthocyclobuta[1,2-d]pyrimidinediones.
- To synthesize 5-bis(ethoxycarbonyl)methyl-1,3-dimethyluracil.
- To synthesize new highly conjugated propenylidene derivatives via aromatic Paterno-Buchi type cycloaddition with 1-methoxynaphthalene.
| [Synthesis Reference(s)]
Tetrahedron, 46, p. 3093, 1990 DOI: 10.1016/S0040-4020(01)88400-3 | [General Description]
Oxidation of 5-fluoro-1,3-dimethyluracil (5-FDMU) with m-chloroperbenzoic acid has been described. It is reported as antineoplastic drug. On photoirradiation, 5-fluoro-1,3-dimethyluracil yields the trans-anti cyclobutane dimer and the cis-syn cyclobutane dimer. UV irradiation of 5-FDMU and naphthalene in a protic medium affords 5-(1-naphthyl)uracil, while in aprotic media it undergoes stereoselective 1,4-cycloaddition reaction to give a barrelene derivative. The thermochemical parameters of 5-FDMU has been determined. It reacts with substituted benzenes in the presence of trifluoroacetic acid to generate 5-aryl-1,3-dimethyluracils via photosubstitution. |
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