Studies on Antitumor Substances. VII. Reaction of N-Amidino-O-alkylisourea with Some Carboxylic Esters

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概要

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• The reaction of N-amidino-O-alkylisourea with some carboxylic esters was attempted. Condensation with diethyl oxalate in alcohol gave alkyl 4-amino-6-alkoxy-s-triazine-2-carboxylate through the formation of the five membered-ring intermediate. Alkyl 4-amino-6-alkoxy-s-triazine-2-carboxylate was easily converted into the coresponding amide with a variety of amines. Condensation with ethyl acetoacetate gave 6-methyl-2-alkoxyamidino-4-pyrimidinol and 4-amino-2-alkoxy-6-acetomethyl-s-triazine. Condensation with ethyl cyanoacetate afforded only 4-amino-2-alkoxy-6-cyanomethyl-s-triazine, but not any expected pyrimidinol. Condensation with ethyl chloroacetate gave 4-amino-2-alkoxy-6-chloromethyl-s-triazine, which was converted into 4-amino-2-alkoxy-6-substituted amino-s-triazine with a variety of amines.

• 公益社団法人日本薬学会の論文
• 1968-03-25

著者

• 古川 潮

  Faculty Of Pharmaceutical Sciences Kumamoto University

• 林 清五郎

  Faculty Of Pharmaceutical Sciences Kumamoto University

• 西嶋 洋子

  Faculty Of Pharmaceutical Sciences Kumamoto University

• 山本 順子

  Faculty of Pharmaceutical Sciences, Kumamoto University

• 林清 五郎

  Faculty Of Pharmaceutical Sciences Kumamoto University

関連論文

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• The Mechanism for the Reaction of Biguanides with Diethyl Oxalate
• Syntheses of New Pyrazoline Derivatives
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• Reactions of p-Toluenesulfinic Acid with Dialkoxy or Diamino Sulfides and Disulfides
• A Facile Preparation of 4-Thiazolone Derivatives from Thioamides and Various Haloacyl Halides in a Biphase System
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• Convenient One-pot Syntheses of Sulfinates, Sulfinamides, and Thiosulfinates by Sulfinylation with p-Toluenesulfinic Acid and Activating Reagents
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