m-Chloroperbenzoic acid → Pyridine, 2-[(methylsulfonyl)methyl]-, 1-oxide

HRID 435585Notes

Reaction equation

HRID 435585 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH3:12][S:13]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1)(=[O:15])=[O:14]>C(Cl)CCl>[CH3:12][S:13]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N+:18]=1[O-:9])(=[O:15])=[O:14]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 14958256HCID 14958256, compound

Product 1

HCID 3468981Pyridine, 2-[(methylsulfonyl)methyl]-, 1-oxide

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

Meta-chloroperbenzoic acid, 85% solution, 1.27 g., 6 mmoles) was added to 2-(methylsulfonylmethyl)-pyridine .08 g., 6 mmoles) in 10 mls. of ethylene chloride. The resulting solution was allowed to stand at room temperature overnight and then was chilled and filtered. The filtrate was evaporated and cyrstallization of the oily residue was induced by scratching. Recrystallization from toluene and isopropanol gave 0.6 g. of the title compound as white needles (melting range 153-155° C.). Analysis for C7H9NO3S:

Workup

  1. temperaturewas chilled
  2. filtrationfiltered
  3. customThe filtrate was evaporated
  4. customRecrystallization from toluene and isopropanol
  5. customgave 0.6 g

Sources & evidence

ORD record
ord-af48679414af4746acac4689ba66c768
Source dataset
uspto-grants-1977_02
Patent number
US04006150

Reaction notes

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