Allylumlagerung beiS N -Reaktionen von 4-(α-Chloralkyl)pyridazinen

The preparation of 4-(-chloroalkyl)pyridazines (4, 7b, 7c, 10) is reported. Compounds4, 7a, 7b, and7c were found to be attacked by methoxide ions mainly at the heteroaromatic ring, thus forming 5-methoxy-4-alkylpyridazines.10 on reaction with sodium methanolate yields exclusively 4-benzyl-5-methoxymethyl-pyridazine (12). In addition, starting from4, the amines5a, 5b, 6a, and6b were prepared.

Herrn Univ.-Prof. Dr.Karl Schlögl mit den herzlichsten Wünschen zum 60. Geburtstag gewidmet.