Dimethylamine → 2-Dimethylaminomethyl-6-methylpyridine

HRID 262956

Reaktionsgleichung

Reaktionsgleichung von HRID 262956
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-1cb5dd81e60a4b6894f661ecb802b2f2
Quelldatensatz
uspto-grants-1979_05
Patentnummer
US04155909

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