Hydrochloric Acid → HCID 178489621, compound

HRID 1358335Notes

Reaction equation

HRID 1358335 reaction equation
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][CH:16]=[CH:15][C:4]=1[O:5][CH:6]1[C:11](=[O:12])[NH:10][C:9](=[S:13])[NH:8][C:7]1=[O:14].[C:19](=O)([O-])[O-].[K+].[K+].CI.Cl>CS(C)=O.O>[CH3:1][O:2][C:3]1[CH:18]=[CH:17][CH:16]=[CH:15][C:4]=1[O:5][C:6]1[C:7]([OH:14])=[N:8][C:9]([S:13][CH3:19])=[N:10][C:11]=1[OH:12]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 18184197HCID 18184197, compound

Product 1

HCID 178489621HCID 178489621, compoundYield 61.9%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

19.8 g 5-(o-methoxyphenoxy)-2-thioxo-dihydro-pyrimidine-4,6-dione was dissolved in 100 ml DMSO and 10.28 g potassium carbonate was added. After 30 min 4.36 ml methyl iodide was added in portions within 10 min. Stirring was continued for 4 h followed by the addition of 250 ml water. The solution was acidified with 25% hydrochloric acid. The precipitated product was filtered off, washed with diethylether and dried in vacuo to give 12.9 g 5-(o-methoxyphenoxy)-2-methylsulfanyl-pyrimidine-4,6-diol. LC-MS: tR=3.01 min, [M−1]−=279.15.

Workup

  1. filtrationThe precipitated product was filtered off
  2. washwashed with diethylether
  3. customdried in vacuo

Sources & evidence

ORD record
ord-7daf8408ca6a42eeb51f8c2ad1eadcf8
Source dataset
uspto-grants-2003_07
Patent number
US06596719B1

Reaction notes

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