Acetic Acid → HCID 12890671, compound

HRID 1065522Notes

Reaction equation

HRID 1065522 reaction equation
[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[N:6]1[CH:11]=[C:10]([C:12]([O:14][CH3:15])=[O:13])[C:9](=[O:16])[NH:8][C:7]1=[O:17].[F:18]F.[C:20]([OH:23])(=[O:22])[CH3:21]>>[C:20]([O:23][CH:11]1[N:6]([CH:2]2[CH2:3][CH2:4][CH2:5][O:1]2)[C:7](=[O:17])[NH:8][C:9](=[O:16])[C:10]1([F:18])[C:12]([O:14][CH3:15])=[O:13])(=[O:22])[CH3:21]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 24524Fluorine2×HCID 12509171HCID 12509171, compound

Product 1

HCID 12890671HCID 12890671, compound

Procedure

In 200 ml. of glacial acetic acid is dissolved 1.38 g. of methyl 1-(2-tetrahydrofuryl)-1,2,3,4-tetrahydro-2,4-dioxopyrimidine-5-carboxylate and the fluorination is carried out at 18° C. to 24° C. using a gaseous mixture of fluorine (15 V/V %) and nitrogen. When the mixed gas equivalent to 2.2 moles of fluorine has been introduced, the absence of any residual starting material is confirmed by ultraviolet absorption spectrum. The solvent is then distilled off under reduced pressure to give a colorless syrup of methyl 6-acetoxy-5-fluoro-1-(2-tetrahydrofuryl)-1,2,3,4,5,6-hexahydro-2,4-dioxopyrimidine-5-carboxylate.

Workup

  1. customis carried out at 18° C. to 24° C.
  2. customis confirmed by ultraviolet absorption spectrum
  3. distillationThe solvent is then distilled off under reduced pressure

Sources & evidence

ORD record
ord-b5a444779f144aa9aeba55aa0a5fe401
Source dataset
uspto-grants-1982_05
Patent number
US04329460

Reaction notes

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