Peracetic Acid → HCID 178507846, compound

HRID 548997Notes

Reaction equation

HRID 548997 reaction equation
[NH2:1][C:2]1[C:7]([Cl:8])=[CH:6][N:5]=[CH:4][C:3]=1[Cl:9].C(OO)(=[O:12])C>C(Cl)(Cl)Cl>[NH2:1][C:2]1[C:7]([Cl:8])=[CH:6][N+:5]([O-:12])=[CH:4][C:3]=1[Cl:9]

Participants

4

Reactant 2

HCID 6585Peracetic AcidHCID 898884-Amino-3,5-dichloropyridine

Product 1

HCID 178507846HCID 178507846, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 4-amino-3,5-dichloro pyridine (5.0 gm, 0.0306 moles) in chloroform (100 mL) was added 20% peracetic acid solution (200 ml, 0.597 moles) (20% peracetic acid was prepared as per Vogel's Practical Organic Chemistry, Vol. V, page no. 458). Reaction mixture was then stirred at room temperature for 48 hrs, cooled to 5-10° C. and quenched with sodium sulphite till iodide test disappeared. Chloroform as well as acetic acid was removed under reduced pressure. The residue obtained was purified on silica gel column using 5% methanol in chloroform as an eluent to give product as light yellow solid.

Workup

  1. customReaction mixture
  2. temperaturecooled to 5-10° C.
  3. customquenched with sodium sulphite till iodide test
  4. customChloroform as well as acetic acid was removed under reduced pressure
  5. customThe residue obtained
  6. customwas purified on silica gel column
  7. customto give product as light yellow solid

Sources & evidence

ORD record
ord-15cc4d23bbad44a9afb767ad9640c22d
Source dataset
uspto-grants-2011_05
Patent number
US07943634B2

Reaction notes

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