Methanol → HCID 50888656, compound

HRID 1399558Notes

Reaction equation

HRID 1399558 reaction equation
[CH3:1][C:2]1[NH:7][C:6](=[O:8])[NH:5][C:4](=[O:9])[C:3]=1[CH2:10][C:11]([OH:13])=[O:12].S(Cl)(Cl)=O.[CH3:18]O>>[CH3:1][C:2]1[NH:7][C:6](=[O:8])[NH:5][C:4](=[O:9])[C:3]=1[CH2:10][C:11]([O:13][CH3:18])=[O:12]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 743202(6-Methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acetic acid

Product 1

HCID 50888656HCID 50888656, compoundYield 97%

Procedure

2-(6-Methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acetic acid (5.17 g; 28,1 mmol) was suspended in methanol (70.2 mL) and to the stirred mixture was added thionyl chloride (40.7 ml; 562 mmol) dropwise at 0° C. The mixture was stirred under reflux for 12 h. After cooling, the white precipitate was filtered off, washed with methanol and dried under reduced pressure with phosphorus pentoxide to give 5.4 g (97%) of the title compound as a white solid.

Workup

  1. temperatureunder reflux for 12 h
  2. temperatureAfter cooling
  3. filtrationthe white precipitate was filtered off
  4. washwashed with methanol
  5. dry with materialdried under reduced pressure with phosphorus pentoxide

Sources & evidence

ORD record
ord-53d0fd6993ef47e79d061de7b082eac4
Source dataset
uspto-grants-2014_12
Patent number
US08906906B2

Reaction notes

Loading…