An Improved Synthesis of Pyrimido [5,4-d] pyrimidine Derivatives substituted by Mercapto Groups

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概要

• 論文の詳細を見る

• 5-Amino-6-hydroxy-2-methlythiopyrimidine-4-carboxamide (VII) was prepared from methyl 6-hydroxy-2-methylthiopyrimidine-4-carboxylate (V) by bromination, followed by amino-amidation. VII was also prepared by a similar treatment of 6-hydroxy-2-methylthiopyrimidine-4-carboxamide (VIII) which was synthesized by half-amidation of sodium salt of ethyl methyl oxalacetate (IV), followed by treatment with S-methylisothiourea sulfate. 4,8-Dihydroxy-2-mercapto-6-methylthio-pyrimido [5,4-d] pyrimidine (I) was synthesized with quantitative yields by reacting VII with sodium or potassium ethylxanthogenate or with diethylammonium N, N-diethyldithiocarbamate in suitable solvents, such as pyridine, water, etc., under refluxing condition. I was converted to 4,8-dihydroxy-2,6-dimercapto-pyrimido [5,4-d] pyrimidine (II) by treating sodium salt of I in ethylene glycol at about 125° in passing of hydrogen sulfide.

• 社団法人日本薬学会の論文
• 1976-07-25

著者

• 犬飼 紀喜

  Central Research Laboratories, Yamanouchi Pharmaceutical Co., Ltd.,

• 石井 康雄

  Central Research Laboratories Yamanouchi Pharmaceutical Co. Ltd.

• 勝野 啓志

  Central Research Laboratories, Yamanouchi Pharmaceutical Co., Ltd.

• 石井 吉雄

  Central Research Laboratories, Yamanouchi Pharmaceutical Co., Ltd.

• 宇田 充

  Central Research Laboratories, Yamanouchi Pharmaceutical Co., Ltd.

• 村上 増雄

  Central Research Laboratories, Yamanouchi Pharmaceutical Co., Ltd.

• 石井 吉雄

  Central Research Laboratories Yamanouchi Pharmaceutical Co. Ltd.

• 犬飼 紀喜

  Tsukuba Research Laboratories Yamanouchi Pharmaceutical Co. Ltd.

• 宇田 充

  Central Research Laboratories Yamanouchi Pharmaceutical Co. Ltd.

• 勝野 啓志

  Central Research Laboratories Yamanouchi Pharmaceutical Co. Ltd.

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