Synthesis of 3-Amino-2-cyanocarbazole and 3,4-Dihydro-4-oxo-6H-pyrimidino [5,4-b] carbazoles

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概要

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• The application of the Sandmeyer reaction to 2-amino-3-nitrocarbazole (1) gave 2-cyano-3-nitrocarbazole (5), which could be reduced to 3-amino-2 cyanocarbazole (6), 3-amino-2-carbamoylcarbazole (8) or 3-amino-2-methylcarbazole (9) according to the reaction conditions used. Intramolecular cyclization of the carbazoles (6), (7) and (8) afforded 3,4-dihydro-4-oxo-6H-pyrimidino [5,4-b] carbazoles (11), (12) and (13). 4-Amino-6H-pyrimidino [5,4-b] carbazole (14) was obtained by cyclization of 3-amino-2-cyano-carbazole (6) with formamide. Treatment of 3-amino-2-carbamoylcarbazole (8) with carbonyl chloride gave 1,2,3,4-tetrahydro-2,4-dioxo-6H-pyrimidino-[5,4-b] carbazole (15). The proton nuclear magnetic resonance spectra of the products were studied.

• 公益社団法人日本薬学会の論文
• 1985-02-25

著者

• Lancelot Jean-charles

  Laboratoire De Chimie Therapeutique

• Lancelot Jea.charles

  フランス

• Dung Nguyen

  Laboratoire De Chimie Minerale Et Structurale

• Dung Nguyenhuy

  Laboratoire De Chimie Minerale Et Structurale

• Dung N

  Univ. Caen Caen Fra

• Dung Nguyen

  Laboratoire De Chimie Minerale Et Structurale U.e.r. Des Sciences Pharmaceutiques

• Lancelot J‐c

  Centre D'etudes Et De Recherche Sur Le Medicament De Normandie (c.e.r.m.n.) Ufr Des Sciences Ph

• Robba Max

  Laboratoire de Chimie Therapeutique, U.E.R. des Sciences Pharmaceutiques

• GAZENGEL JEAN-MARIE

  Laboratoire de Chimie Therapeutique U.E.R. des Sciences Pharmaceutiques, Universite de Caen

• Robba M

  Centre D'etudes Et De Recherche Sur Le Medicament De Normandie Laboratoire De Pharmacochimie Uf

• Robba Max

  Laboratoire De Chimie Therapeutique U.e.r. Des Sciences Pharmaceutiques Universite De Caen

• Lancelot Jean-charles

  Laboratoire De Chimie Therapeutique U.e.r. Des Sciences Pharmaceutiques Universite De Caen

• Gazengel Jean-marie

  Laboratoire De Chimie Therapeutique U. F. R. Des Sciences Pharmaceutiques Universite De Caen

関連論文

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