2-(1-Chloroethyl)-1,4-dimethylbenzene → 2-(1-[2,5-dimethylphenyl]-ethylthio)pyridine N-oxide

HRID 1829727Notes

Reaction equation

HRID 1829727 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[CH:9](Cl)[CH3:10].[SH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N+:14]=1[O-:19].[Na]>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[CH:9]([S:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N+:14]=1[O-:19])[CH3:10]

Participants

4

Reactant 3

HCID 937002-(1-Chloroethyl)-1,4-dimethylbenzeneHCID 5360545SodiumHCID 178526253HCID 178526253, compound

Product 1

HCID 5011352-(1-[2,5-dimethylphenyl]-ethylthio)pyridine N-oxideYield 83%

Procedure

The intermediate 2-(1-[2,5-dimethylphenyl]-ethylthio)pyridine N-oxide is prepared from 1-(2,5-dimethylphenyl)ethyl chloride and 2-mercaptopyridine N-oxide, sodium salt by the procedure described in U.S. Pat. No. 3,960,542, Example 2. Melting point 118°–120° C. Structure confirmed by IR and NMR.

Sources & evidence

ORD record
ord-8906956420494eb780cded7bc3eddb04
Source dataset
uspto-grants-2006_06
Patent number
US07064139B2

Reaction notes

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