Hydrogen Peroxide → HCID 12958934, compound

HRID 905239Notes

Reaction equation

HRID 905239 reaction equation
[OH:1]O.[CH2:3]([S:6][C:7]1[N:12]=[CH:11][C:10]([Cl:13])=[CH:9][N:8]=1)[CH:4]=[CH2:5]>C(O)(=O)C>[CH2:3]([S:6]([C:7]1[N:12]=[CH:11][C:10]([Cl:13])=[CH:9][N:8]=1)=[O:1])[CH:4]=[CH2:5]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 12958929HCID 12958929, compound

Product 1

HCID 12958934HCID 12958934, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

30% Hydrogen peroxide (50 mmol) was added to a solution of 2-allylthio-5-chloropyrimidine (10 mmol) in acetic acid (15 ml) and the mixture stirred at room temperature for 24 h. The resultant solution was concentrated at reduced pressure to a small volume, water (20 ml) added and the mixture extracted with chloroform, the chloroform solution washed with potassium carbonate solution, the dried (MgSO4) solution evaporated and the residue crystallized from chloroform: pet. ether; yield 78%, m.p. 82° C. 1H NMR (CDCl3): δ3.7-4.0 (CH2, 5.0-6.2 (3H, CH2 =CH), 8.86 (H-4, H-6).

Workup

  1. concentrationThe resultant solution was concentrated at reduced pressure to a small volume, water (20 ml)
  2. additionadded
  3. extractionthe mixture extracted with chloroform
  4. washthe chloroform solution washed with potassium carbonate solution
  5. dry with materialthe dried (MgSO4) solution
  6. customevaporated
  7. customthe residue crystallized from chloroform

Sources & evidence

ORD record
ord-ac014a0c30b64162b0e805138428d46c
Source dataset
uspto-grants-1983_12
Patent number
US04423047

Reaction notes

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