Peracetic Acid → HCID 178501977, compound

HRID 464775Notes

Reaction equation

HRID 464775 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]([Cl:18])[N:8]=1.CCCCCC>C(Cl)(Cl)Cl>[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]([Cl:18])[N:8]=1

Participants

5

Reactant 3

HCID 6585Peracetic AcidHCID 8058HexaneHCID 13423619Methyl 2-amino-6-chloro-4-pyrimidinecarbamate

Product 1

HCID 178501977HCID 178501977, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

32 ml (0.20 mol) of 40% peracetic acid are added slowly to a solution of 20.2 g (0.10 mol) of methyl 2-amino-6-chloro-4-pyrimidinecarbamate in 500 ml of chloroform. The suspension obtained is warmed to 50° for 4 hours, whereby a clear solution gradually results. After cooling to room temperature, there is obtained by the slow addition of hexane a crystalline precipitate which is recrystallized from chloroform/methanol. There is obtained methyl 2-amino-6-chloro-4-pyrimidinecarbamate-3-oxide of melting point 220°-221°.

Workup

  1. customThe suspension obtained
  2. temperatureis warmed to 50° for 4 hours
  3. customwhereby a clear solution gradually results
  4. customis recrystallized from chloroform/methanol

Sources & evidence

ORD record
ord-23dfa323923f45668afc5708e77b8c4f
Source dataset
uspto-grants-1985_10
Patent number
US04549019

Reaction notes

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