Reaction of N-aminopyridinium derivatives. XIII. Syntheses of pyrazolodiazines by cyclization of N-aminodiazinium salts.
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N-Aminopyridazinium (IV) and N-aminopyrazinium (VI, VIII) derivatives were synthesized by N-amination of pyridazine (III) or pyrazine (V, VII) derivatives with hydroxylamine-O-sulfonic acid. By the reaction of pyrimidine derivatives (IX, XI) with hydroxylamine-O-sulfonic acid, N-aminopyrimidinium derivatives were not obtained, but pyrimidine N-oxide derivatives (X, XII) or 1-amino-4-methyl-6-oxo-1, 6-dihydropyrimidine (XIV, XVI, XVII) were obtained. Therefore, N-aminopyrimidinium derivatives (XXI, XXII, XXIV, and XXVI) were synthesized by N-amination of IX and XI with O-mesitylenesulfonylhydroxylamine. Pyrazolo-diazines (XXVII-XXX, XXXV-XXXVIII) were synthesized by cycloaddition reaction of these N-aminodiazinium derivatives with acetic anhydride and sodium acetate or methyl acetylenecarboxylate. Pyrazolo [1, 5-c] pyrimidine derivatives (XXXVII-XXXVIII), which are different in oriention, were obtained by 1, 3-dipolar cycloaddition reaction of XXI and XXIV with methyl acetylenecarboxylate.
収録刊行物
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- CHEMICAL & PHARMACEUTICAL BULLETIN
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CHEMICAL & PHARMACEUTICAL BULLETIN 22 (8), 1814-1826, 1974
公益社団法人 日本薬学会
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詳細情報 詳細情報について
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- CRID
- 1390282679148403456
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- NII論文ID
- 110003633367
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- NII書誌ID
- AA00602100
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- ISSN
- 13475223
- 00092363
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- PubMed
- 4430030
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- 本文言語コード
- en
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- データソース種別
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- JaLC
- Crossref
- PubMed
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可