Synthesis of Pyrazolo [3,4-d] pyridazines from 5-(1-Methylhydrazino)-pyridazines by Means of the Vilsmeier-Haack Reaction
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概要
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Reaction of 2-substituted 5-(1-methylhydrazino)-3 (2H)-pyridazinones (2a-d) with dimethyl-formamide-phosphorus oxychloride afforded 5-substituted 1,5-dihydro-1-methyl-4H-pyrazolo [3,4-d] pyridazin-4-ones (3a-d) in good yields. However, concurrent formation of 5-substituted 2,5-dihydro-2-(2-substituted 1-chlorovinyl)-4H-pyrazolo [3,4-d] pyridazin-4-ones (6a-c, 12,13) (minor products) and the 1-methyl-4H-derivatives (3a-c) (major ones) was observed, when starting with the corresponding 2-substituted 5-(2-acetyl-1-methylhydrazino)-3 (2H)-pyridazinones (5a-c, 9,10) under similar reaction conditions. A plausible mechanism for the reaction is proposed.
- 公益社団法人日本薬学会の論文
- 1985-03-25
著者
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長島 弘
Gifu Pharmaceutical University
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小田 博久
Gifu Pharmaceutical University
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鍛冶 健司
Gifu Pharmaceutical University
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広瀬 芳彦
Gifu College of Pharmacy
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鍛治 健司
岐阜薬科大学
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鍛冶 健司
Gifu College Of Pharmacy
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