ピリダジン誘導体の合成 (第10報)
3,6-ジ置換ピリダジン1-オキサイドと無水酢酸との反応
1963 年 83 巻 10 号 p. 934-939
詳細
1963 年 83 巻 10 号 p. 934-939
1-Acetoxy-3-methoxy-6(1H)-pyridazinone (II) and 1, 3-dimethoxy-6(1H)-pyridazinone (IV) are formed by the reaction of 3, 6-dimethoxypyridazine 1-oxide (I) and acetic anhydride, but IV can also be obtained by merely heating I. Reaction of 4-methyl-3, 6-dimethoxypyridazine 1-oxide (V) and acetic anhydride results in the formation of a compound in which the acetoxyl group had undergone rearrangement to the side chain, dehydroxylated compound (VIII), and 1-hydroxy-6(1H)-pyridazinone (IX). In the case of 3-methoxy-4-methyl-6-chloropyridazine 1-oxide, the same reaction also afforded a 4-chloromethyl compound (XV). The structure of the products formed by rearrangement to the side chain was determined by oxidation of the side chain with potassium dichromate and sulfuric acid to a carboxylic acid.
