Sodium → HCID 20240529, compound

HRID 364230Notes

Reaction equation

HRID 364230 reaction equation
[Na].[CH3:2][O-:3].[Na+].Cl[C:6]1[CH:11]=[C:10]([CH2:12][N:13]2[C:17](=[O:18])[C:16]3=[CH:19][CH:20]=[CH:21][CH:22]=[C:15]3[C:14]2=[O:23])[N:9]=[C:8]([S:24][CH3:25])[N:7]=1>CO>[CH3:2][O:3][C:6]1[CH:11]=[C:10]([CH2:12][N:13]2[C:17](=[O:18])[C:16]3=[CH:19][CH:20]=[CH:21][CH:22]=[C:15]3[C:14]2=[O:23])[N:9]=[C:8]([S:24][CH3:25])[N:7]=1

Participants

5

Reactant 3

HCID 5360545SodiumHCID 10942334Sodium MethoxideHCID 13377335HCID 13377335, compound

Product 1

HCID 20240529HCID 20240529, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 100 ml of methanol was added 1.55 g (67.4 mmole) of sodium metal to prepare 67.4 mmole of sodium methoxide. To this solution was added 20.0 g (62.6 mmole) of 4-chloro-2-methylthio-6-phthalimidomethylpyrimidine (from Example 2) and the mixture was heated at reflux for 16 hours. The mixture was cooled, and the solid was then separated by filtration. This solid was washed sequentially with methanol and water to provide 4-methoxy-2-methylthio-6-phthalimidomethylpyrimidine as a white solid. The structural assignment was confirmed by infrared and nuclear magnetic resonance spectral analyses.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 16 hours
  3. temperatureThe mixture was cooled
  4. customthe solid was then separated by filtration
  5. washThis solid was washed sequentially with methanol and water

Sources & evidence

ORD record
ord-08c5264727eb4a5fa1be2c76da6a44ab
Source dataset
uspto-grants-1986_08
Patent number
US04604466

Reaction notes

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