2,4,6-Trimethylbenzyl chloride → 2-(2,4,6-trimethylphenylmethylthio)pyridine N-oxide

HRID 329139

Reaktionsgleichung

Reaktionsgleichung von HRID 329139
[SH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N+:3]=1[O-:8].[Na].[CH3:10][C:11]1[CH:16]=[C:15]([CH3:17])[C:14]([CH2:18]Cl)=[C:13]([CH3:20])[CH:12]=1>C(O)C>[CH3:20][C:13]1[CH:12]=[C:11]([CH3:10])[CH:16]=[C:15]([CH3:17])[C:14]=1[CH2:18][S:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N+:3]=1[O-:8]

Komponenten

5

Edukt 3

HCID 741082,4,6-Trimethylbenzyl chlorideHCID 5360545SodiumHCID 178526253HCID 178526253, Verbindung

Produkt 1

HCID 220547812-(2,4,6-trimethylphenylmethylthio)pyridine N-oxideAusbeute 88,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 17 gms (0.05 mole) 2-mercaptopyridine N-oxide, sodium salt (40% aqueous solution) and 8.5 gms (0.05 mole) α2 chloroisodurene in 50 ml of ethanol is brought to reflux for 15 minutes. The volatiles are removed and the residue extracted with 150 ml of boiling chloroform, filtered and dried over sodium sulfate. Evaporation and trituration of the residue with a few drops of acetone induce crystallization. A yield of 11.5 gms of 2-(2,4,6-trimethylphenylmethylthio)pyridine N-oxide is obtained. Melting point 137° - 138° C. Structure confirmed by IR and NMR.

Aufarbeitung

  1. temperatureto reflux for 15 minutes
  2. customThe volatiles are removed
  3. extractionthe residue extracted with 150 ml of boiling chloroform
  4. filtrationfiltered
  5. dry with materialdried over sodium sulfate
  6. customEvaporation and trituration of the residue with a few drops of acetone
  7. customcrystallization

Quellen und Nachweise

ORD-Eintrag
ord-aab389400d344cb691183917617e1f32
Quelldatensatz
uspto-grants-1977_04
Patentnummer
US04019893

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