Sodium hydride → 4-(6-Chloro-3-pyridazinyloxy)-2,5-dimethylbenzeneamine

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Reaction Steps

4.8 g of sodium hydride was added in portions to a stirred solution of 30 g of 3,6-dichloropyridazine and 27.4 g of 4-amino-2,5-dimethylphenol in 300 ml of dimethyl sulfoxide. The temperature of the mixture rose to 65° C. The mixture was then stirred for 18 hours at room temperature, poured over ice water and filtered. Recrystallization of the filter cake from methanol gave 4-(6-chloro-3-pyridazinyloxy)-2,5-dimethylbenzeneamine, as a brown solid (5A), mp: 138°-140° C.

Provenance & Evidence