Studies on Pyrimidine Derivatives and Related Compounds. LXII. Cycloadditions of Alkyl Isothiocyanates with Thiamine and Related Thiazolium Ylids and Facile Conversions of the Adducts to Dihydroimidazo [4,5-d] thiazole Derivatives

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概要

• 論文の詳細を見る

• Thiamine and related thiazolium ylids react with alkyl isothiocyanates to give spiro-(perhydrofuro [2,3-d] thiazole-2,4'-imidazolidine) derivatives (IIa-i) involving two step cycloaddition. Confirmation of the structures is provided by chemical degradations and by infrared, ultraviolet, nuclear magnetic resonance spectroscopic evidences as well as by characteristic mass spectral fragmentations. On heating in acetic acid, some of these (1 : 2) adducts are readily converted to dihydroimidazo [4,5-d] thiazole derivatives (XIa-d) involving a novel intramolecular cyclization.

• 公益社団法人日本薬学会の論文
• 1969-05-25

著者

• 高見沢 映

  Shionogi Research Laboratory, Shionogi & Co., Ltd.

• 平井 健太郎

  Shionogi Research Laboratory, Shionogi & Co., Ltd.

• 中川 有造

  Shionogi Research Laboratories, Shionogi & Co., Ltd.,

• 高見沢 映

  Shionogi Research Laboratory Shionogi And Co. Ltd.

• 酒井 昇二

  Shionogi Research Laboratory, Shionogi & Co., Ltd.

• 高見沢 映

  Shionogi Research Laboratory Shionogi & Co. Ltd.

• 酒井 昇二

  Shionogi Research Laboratory Shionogi And Co. Ltd.

• 酒井 昇二

  Shionogi Research Laboratory Shionogi & Co. Ltd.

• 中川 有造

  Shionogi Research Laboratories Shionogi & Co. Ltd.

• 中川 有造

  Shionogi Research Laboratory Shionogi & Co. Ltd.

• 松本 佐市

  Shionogi Research Laboratory, Shionogi and Co., Ltd.

• 松本 佐市

  Shionogi Research Laboratory Shionogi And Co. Ltd.

関連論文

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• Studies on Pyrimidine Derivatives and Related Compounds. XLVII. Reaction of Thiamine with Dialkyl Acylphos-phonates or Methyl Phenylacyl-phosphinates : Takamizawa Reaction 6
• Studies on Pyrimidine Derivatives and Related Compounds. XLVI. The Reactions of Diethyl Acetylphosphonate with Thiamine : Takamizawa Reaction (5).
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• Studies on the Pyrimidine Derivatives and Related Compounds. XXXIX. On the Oxidation Products of 2-Pheny1-4-(2-methyl-4-amino-5-pyrimidyl)methyl-5-methyl-6-(2-benzoyloxy or hydroxy)-ethyl-4H-1,4-thiazin-3(2H)-one
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