Peracetic Acid → HCID 178502003, compound

HRID 464773Notes

Reaction equation

HRID 464773 reaction equation
C(OO)(=[O:3])C.[NH2:6][C:7]1[N:12]=[C:11]([NH:13][C:14]([O:16][CH3:17])=[O:15])[CH:10]=[C:9]([O:18][S:19]([C:22]2[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=2)(=[O:21])=[O:20])[N:8]=1.S([O-])([O-])=O.[Na+].[Na+].C(OCC)(=O)C>C(O)C>[NH2:6][C:7]1[N+:12]([O-:3])=[C:11]([NH:13][C:14]([O:16][CH3:17])=[O:15])[CH:10]=[C:9]([O:18][S:19]([C:22]2[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=2)(=[O:21])=[O:20])[N:8]=1

Participants

6

Reactant 4

HCID 6585Peracetic AcidHCID 8857Ethyl AcetateHCID 24437Sodium SulfiteHCID 12857764Methyl 2-amino-6-[(p-tolylsulfonyl)oxy]-4-pyrimidinecarbamate

Product 1

HCID 178502003HCID 178502003, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6.75 ml of 40% peracetic acid are added dropwise at 0° to a suspension of 3.4 g (10 mmol) of methyl 2-amino-6-([p-toluenesulfonyl)oxy]-4-pyrimidinecarbamate in 120 ml of absolute ethanol. The mixture is stirred at room temperature for 48 hours and thereafter poured into an aqueous solution of sodium sulfite. Ethyl acetate is added thereto, the organic phase is separated, dried over sodium sulphate and evaporated under reduced pressure. The residue is recrystallized from methylene chloride/methanol, there being obtained methyl 2-amino-6-[(p-toluenesulfonyl)oxy]-4-pyrimidinecarbamate-3-oxide of melting point 144°-145°.

Workup

  1. customthe organic phase is separated
  2. dry with materialdried over sodium sulphate
  3. customevaporated under reduced pressure
  4. customThe residue is recrystallized from methylene chloride/methanol, there

Sources & evidence

ORD record
ord-e04ecc0b849b4f82b5f2ecf9414c4f2a
Source dataset
uspto-grants-1985_10
Patent number
US04549019

Reaction notes

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