Chloroacetic Acid → HCID 20494284, compound

HRID 1075171Notes

Reaction equation

HRID 1075171 reaction equation
[CH3:1][S:2][C:3]1[C:8]([F:9])=[CH:7][NH:6][C:5](=[O:10])[N:4]=1.Cl[CH2:12][C:13]([OH:15])=[O:14]>[OH-].[K+]>[C:13]([CH2:12][N:6]1[CH:7]=[C:8]([F:9])[C:3]([S:2][CH3:1])=[N:4][C:5]1=[O:10])([OH:15])=[O:14]

Participants

4

Reactant 2

HCID 300Chloroacetic AcidHCID 178503576HCID 178503576, compound

Product 1

HCID 20494284HCID 20494284, compoundYield 36%

Reagents, catalysts & solvents 1

HCID 14797Potassium HydroxideSolvent

Procedure

4-Methylthio-5-fluoropyrimid-2-one (0.01 mol) was added to 2 M potassium hydroxide solution (10 ml) and dissolved. Chloroacetic acid (0.01 mol) was then added and the reaction mixture heated under reflux for 60 min when the pH was close to neutral. Some precipitate was removed by filtration from the cold reaction mixture and the filtrate brought to pH 2 with HCl. The precipitated product was recrystallised from aqueous methanol; yield 36%, m.p. 244°-245° C.

Workup

  1. dissolutiondissolved
  2. temperaturethe reaction mixture heated
  3. temperatureunder reflux for 60 min when the pH
  4. customwas close to neutral
  5. customSome precipitate was removed by filtration from the cold reaction mixture
  6. customThe precipitated product was recrystallised from aqueous methanol

Sources & evidence

ORD record
ord-eb152c87e3fd4b6ab693ea0ec91f96af
Source dataset
uspto-grants-1983_07
Patent number
US04395406

Reaction notes

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