m-Chloroperbenzoic acid → 2-Chloro-5-(phenylsulfinyl)pyridine

HRID 372738Notes

Reaction equation

HRID 372738 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][N:3]=1.ClC1C=CC=C(C(OO)=[O:23])C=1>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[O:23])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 111953972-Chloro-5-(phenylthio)pyridine

Product 1

HCID 203265612-Chloro-5-(phenylsulfinyl)pyridine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 2-chloro-5-(phenylthio) pyridine (2.21 g., .01 moles) in 50 ml. of methylene chloride is treated with a methylene chloride solution of 2.02 g. of 85% m-chloroperbenzoic acid. The solution is stirred at room temperature for 1 hour and washed with 50 ml. of aqueous saturated sodium bicarbonate solution. The organic layer is separated dried and evaporated in vacuo to yield 2-chloro-5-(phenylsulfinyl)pyridine.

Workup

  1. washwashed with 50 ml
  2. customThe organic layer is separated
  3. customdried
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-1be5443c08124078b999941ba0cefff2
Source dataset
uspto-grants-1978_05
Patent number
US04092321

Reaction notes

Loading…