Dimethylamine → 2-Dimethylaminomethyl-6-methylpyridine

HRID 27254

Reaktionsgleichung

Reaktionsgleichung von HRID 27254
Br[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[N:4]=1.[CH3:10][NH:11][CH3:12]>>[CH3:10][N:11]([CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[N:4]=1)[CH3:12]

Komponenten

3

Versuchsvorschrift

2-bromomethyl-6-methylpyridine is treated with dimethylamine to give the corresponding tertiary amine, 2-dimethylaminomethyl-6-methylpyridine. The tertiary amine is treated with cyanomethyl benzenesulfonate, as in Preparation II, to give dimethylcyanomethyl-(6-methyl-2-picolyl) ammonium benzene sulfonate. The quaternary ammonium salt is rearranged using sodium hydride and alkylated with benzylbromide according to the procedure described in Example 2. The alkylated cyanoamine is decyanated with sodium borohydride in ethanol to give the desired product which can be purified through its picrate.

Quellen und Nachweise

ORD-Eintrag
ord-f24ff5ece46e4b629072bbf4e7745d8d
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04220781

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