The C-Alkylaminomethylation of 3-Pyridazinol 1-Oxide Derivatives. II. The C-Alkylaminomethylation of 6-Substituted 3-Pyridazinol 1-Oxides.

Abstract

The Mannich reaction of 6-chloro-and 6-methyl-3-pyridazinol 1-oxide using morpholine or piperidine gave 6-chloro-and 6-methyl-4-alkylaminomethyl-3-pyridazinol 1-oxide. Treatment of 3-pyridazinol 1-oxide with excess amounts of the reagents gave 4, 6-di (morpholinomethyl)-3-pyridazinol 1-oxide in 71% yield. These Mannich bases were catalytically hydrogenated to give the corresponding 4-alkylaminomethyl-3(2H)-pyridazinones almost quantitatively.