Synthesis of Nitrogen-Containing Heterocycles. II. : Cyclization of Diaminomethylenehydrazones with Ethoxymethylene Compounds

スポンサーリンク

概要

• 論文の詳細を見る

• Condensation of diaminomethylenehydrazones (1) with ethyl ethoxymethylenecyanoacetate (2) gave amino(substituted vinylamino)methylenehydrazones (3) in high yields. Amino(monomethylamino)methylenehydrazones were more reactive than amino(dimethylamino)methylenehydrazones and, when the reaction temperature was raised, with or without addition of a base, directly produced 2,3-dihydro- or 2,3-dehydro[1,2,4]triazolo[1,5-c]pyrimidine-8-carboxylates, depending upon the carbonyl component of the diaminomethylenehydrazone. Ketone amino(dimethylamino)methylenehydrazone gave no cyclized product. Similar condensation of diaminomethylenehydrazones with diethyl ethoxymethylenemalonate gave the linear products (7) and, when R^2 was hydrogen, the intermediate cyclized to dihydro-4-oxopyrimidinecarboxylate by exclusive intramolecular attack of N(4) on the ethoxycarbonyl carbon.

• 公益社団法人日本薬学会の論文
• 1988-06-25

著者

• 山崎 知司

  Department of Chemistry, School of Hygienic Science, Kitasato University

• 宮本 美子

  Department Of Chemistry School Of Hygienic Sciences Kitasato University

• 小塙 利智子

  Department of Chemistry, School of Hygienic Sciences, Kitasato University

• 山崎 知司

  Department Of Chemistry School Of Hygienic Science Kitasato University

• 小塙 利智子

  Department Of Chemistry School Of Hygienic Sciences Kitasato University

関連論文

• 新規トリクロロメチル-1, 3, 5-トリアジン系硝酸化成抑制剤の合成と構造活性相関
• チオセミカルバゾン類および 1-チオカルバモイル-2H-ピラゾリン-5-オン類の合成およびイネいもち病防除活性
• ハロメチル-1, 3, 5-トリアジン系化合物の硝酸化成に及ぼす影響
• トリクロロメチル-1, 3, 5-トリアジン類の合成と硝酸化成抑制作用
• 硝化抑制効果を有する芳香族アミノ-1, 3, 5-トリアジン類の簡便な合成 : トリクロロメチル-1, 3, 5-トリアジンの芳香族アミンによる求核置換反応
• A210 s-トリアジン系化合物の硝酸化成抑制効果について
• 植物毒性を有する 1, 2, 4-triazolo[1, 5-α]-1, 3, 5-triazine 誘導体の合成
• [1, 2, 4] トリアゾロ [1, 5-c] ピリミジン誘導体の合成とその抗菌活性
• Synthesis of Nitrogen-Containing Heterocycles. II. : Cyclization of Diaminomethylenehydrazones with Ethoxymethylene Compounds
• Synthesis of [1,2,4] Triazolo [1,5-c] pyrimidine Derivatives

スポンサーリンク