m-Chloroperbenzoic acid → 2-[(2,5-Dimethylphenyl)methanesulfonyl]-4-methyl-1-oxo-1lambda~5~-pyridine

HRID 1074845Notes

Reaction equation

HRID 1074845 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[CH:9]([S:11][C:12]1[CH:17]=[C:16]([CH3:18])[CH:15]=[CH:14][N+:13]=1[O-:19])C.C1C=C(Cl)C=C(C(OO)=[O:28])C=1.C(O)C.[OH2:34]>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[CH2:9][S:11]([C:12]1[CH:17]=[C:16]([CH3:18])[CH:15]=[CH:14][N+:13]=1[O-:19])(=[O:28])=[O:34]

Participants

4

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 13178742HCID 13178742, compoundHCID 19096565Water ethanol

Product 1

HCID 131787442-[(2,5-Dimethylphenyl)methanesulfonyl]-4-methyl-1-oxo-1lambda~5~-pyridine

Procedure

The sulfide compound (0.006 mole) is oxidized with MCPBA (0.014 mol) and is isolated in the manner described in Example 1. Yield 62% of theory. Melting point 156°-158° C. from ethanol/water (80/20 v/v) I.R. N→O 1275 cm-1, SO2 1135, 1310 cm-1.

Workup

  1. customis isolated in the manner

Sources & evidence

ORD record
ord-5b02506bf02640d298d6d8a81f9d36ee
Source dataset
uspto-grants-1983_07
Patent number
US04394155

Reaction notes

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