5-FLUORO-1,3-DIMETHYLURACIL

5-FLUORO-1,3-DIMETHYLURACIL Basic information
Product Name:5-FLUORO-1,3-DIMETHYLURACIL
Synonyms:1,3-Dimethyl-5-fluorouracil, 2,4-Dihydroxy-1,3-dimethyl-5-fluoropyrimidine;5-fluoro-1,3-diMethylpyriMidine-2,4(1H,3H)-dione;5-FLUORO-1,3-DIMETHYLURACIL;1,3-dimethyl-5-fluorouracil;2,4(1H,3H)-Pyrimidinedione,5-fluoro-1,3-dimethyl-;Fluorouracil-001;5-Fluoro-1,3-dimethyluracil 99%;5-fluoro-1,3-dimethylpyrimidine-2,4-dione
CAS:3013-92-1
MF:C6H7FN2O2
MW:158.13
EINECS:
Product Categories:
Mol File:3013-92-1.mol
5-FLUORO-1,3-DIMETHYLURACIL Structure
5-FLUORO-1,3-DIMETHYLURACIL Chemical Properties
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
Safety Information
Safety Statements 22-24/25
WGK Germany 3
MSDS Information
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SigmaAldrich English
5-FLUORO-1,3-DIMETHYLURACIL Usage And Synthesis
Uses5-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 DescriptionOxidation 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.
5-FLUORO-1,3-DIMETHYLURACIL Preparation Products And Raw materials
5-fluoro-3-methyl-1H-pyrimidine-2,4-dione EMITEFUR 3-ALLYL-5-FLUORO-1-(4-METHOXY-3-NITROBENZYL)PYRIMIDINE-2,4(1H,3H)-DIONE (5-FLUORO-2,6-DIOXO-3-TETRAHYDROFURAN-2-YL-3,6-DIHYDROPYRIMIDIN-1(2H)-YL)ACETIC ACID 5-Fluoropyrimidine ETHYL [5-FLUORO-3-(4-METHOXY-3-NITROBENZYL)-2,6-DIOXO-3,6-DIHYDROPYRIMIDIN-1(2H)-YL]ACETATE 1-acetyl-3,2-toluyl-5-fluorouracil 1,3-Dimethyluracil 5-FLUORO-1,3-DIMETHYLURACIL FD 1

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