Acetone → HCID 12946261, compound

HRID 1449379Notes

Reaction equation

HRID 1449379 reaction equation
[CH3:1][C:2](C)=[O:3].[F:5][C:6]1([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:11]([OH:12])[NH:10][C:9](=[O:13])[NH:8][C:7]1=[O:14].C(OC(=O)C)(=O)C>N1C=CC=CC=1>[C:2]([O:12][CH:11]1[NH:10][C:9](=[O:13])[NH:8][C:7](=[O:14])[C:6]1([F:5])[C:15]([O:17][CH2:18][CH3:19])=[O:16])(=[O:3])[CH3:1]

Participants

5

Reactant 3

HCID 180AcetoneHCID 7918Acetic AnhydrideHCID 12901279HCID 12901279, compound

Product 1

HCID 12946261HCID 12946261, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In 10 ml. of acetone was dissolved 8.80 g. (40 m moles) of ethyl 5-fluoro-6-hydroxy-1,2,3,4,5,6-hexahydro-2,4-dioxopyrimidine-5-carboxylate, and under ice-cooling, 5.10 g. (50 m moles) of acetic anhydride and 10 ml. of pyridine were added. The mixture was reacted at room temperature overnight. (A sample of the reaction mixture was taken, the solvent was distilled off under reduced pressure and the NMR spectrum of the residue was measured to ensure that there had been produced ethyl 6-acetoxy-5-fluoro-1,2,3,4,5,6-hexahydro-2,4-dioxopyrimidine-5-carboxylate

Workup

  1. customThe mixture was reacted at room temperature overnight
  2. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-1d038a9ebab942a190abfc3ea848bdb0
Source dataset
uspto-grants-1980_02
Patent number
US04190656

Reaction notes

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