Benzoyl chloride → HCID 22751148, compound

Participants

Reaction Steps

The compounds wherein R is phenyl are prepared by reaction of the corresponding 3-hydrazino-4-alkyl-6-morpholinopyridazine with benzoyl chloride. For example, 3.5 grams of benzoyl chloride are added to a solution of 1.48 grams of 3-hydrazino-4-methyl-6-morpholinopyridazine and 1.8 grams of triethylamine, in 200 milliliters of dioxane and the mixture is refluxed for 3 hours. After evaporation of the solvent and washing with water, the 8-methyl-6-morpholino-3-phenyl-s-triazolo[4,3-b]pyridazine product is obtained, recrystallized from ethanol and found to melt at 271°-273° C. Compounds wherein R is phenyl can also be prepared by reacting a 3-chloro-4-loweralkyl-6-morpholinopyridazine with benzoyl hydrazide, preferably in equimolar proportions and at a temperature from the fusion point of the mixture to about 200° C. The latter reaction can be carried out without a solvent or in a solvent medium such as diethylene glycol methyl ether.

Provenance & Evidence