Hydrogen Peroxide → HCID 20475751, compound

HRID 905241Notes

Reaction equation

HRID 905241 reaction equation
[OH:1]O.[O:3]1[CH2:14][CH:4]1[CH2:5][S:6][C:7]1[N:12]=[CH:11][C:10]([Cl:13])=[CH:9][N:8]=1.[Na+].[Cl-]>O.CO>[O:3]1[CH2:14][CH:4]1[CH2:5][S:6]([C:7]1[N:8]=[CH:9][C:10]([Cl:13])=[CH:11][N:12]=1)=[O:1]

Participants

6

Reactant 3

HCID 784Hydrogen PeroxideHCID 5234Sodium ChlorideHCID 20475702HCID 20475702, compound

Product 1

HCID 20475751HCID 20475751, compoundYield 24%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A mixture of 35% H2O2 (1.9 mmol) and SeO2 (1.9 mmol) in water (1.5 ml H2O) was added to a solution of 2-(2,3-epoxypropyl)thio-5-chloropyrimidine (1.9 mmol) in methanol (7 ml). The mixture was stirred at room temperature for 4 h before saturated NaCl aq. (30 ml) was added and the mixture extracted with chloroform (3×15 ml). The dried (MgSO4) chloroform solution was evaporated and the residue purified by preparative TLC on silica gel using CHCl3 : EtOH (95:5); yield 24%, m.p. 92° C. 1H NMR (CDCl3): δ2.4-3.6 (5H, m), 8.84 (H-4, H-6). IR (KBr): 1050 cm-1 (SO).

Workup

  1. additionwas added
  2. extractionthe mixture extracted with chloroform (3×15 ml)
  3. dry with materialThe dried (MgSO4) chloroform solution
  4. customwas evaporated
  5. customthe residue purified by preparative TLC on silica gel

Sources & evidence

ORD record
ord-7d83328fb76640d7b22cfa5ef561b5ef
Source dataset
uspto-grants-1983_12
Patent number
US04423047

Reaction notes

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