Fused Pyrimidines. V. Synthesis of 2-Aminopyrimido [4,5-e]-1,3,4-thiadiazine and Some Related Compounds from 6-Thiosemicarbazidouracils

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概要

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• Oxidation of 1,3-dialkyl-6-(4-substituted-thiosemicarbazido)-uracils (II) with N-chlorosuccinimide in chloroform at room temperature furnished 5,7-dialkyl-2-substituted-amino-4H-pyrimido [4,5-e]-1,3,4-thiadiazine-6,8 (5H, 7H)-diones (III) in good yields. Heating of III resulted in ring contraction to afford 3-substituted-aminopyrazolo [3,4-d]-pyrimidine-4,6 (5H, 7H)-diones (IV). Treatment of II with bromine gave 4,6-dialkyl-1,2,3-thiadiazolo [4,5-d] pyrimidine-5,7 (4H, 6H)-diones (IX) or N, N'-dialkyl-1,3,9,11-tetramethyl-dipyrimido [4,5-e : 4', 5'-k] [1,7,3,4,9,10] dithiatetraazacyclododecine-2,4,6,10,12,14 (1H, 3H, 9H, 11H)-hexanone-6,14-diimines (VIII), depending on the reaction conditions employed. Compounds IX were also obtained either by treatment of 1,3-dialkyl-6-hydrazinouracils (I) with thionyl chloride or by treatment of III with bromine.

• 公益社団法人日本薬学会の論文
• 1979-09-25

著者

• 古川 純康

  鹿児島大学工学部

• 古川 純康

  Medicinal Research Laboratories, Takeda Chemical Industries, Ltd.

• 仲 建彦

  創薬研究本部

• 仲 建彦

  Medicinal Research Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.

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• カンデサルタン シレキセチル:新世代のアンジオテンシンII受容体拮抗薬の薬理特性と臓器保護作用
• 非ペプチド性アンジオテンシンII受容体拮抗薬の研究開発
• Fused Pyrimidines. V. Synthesis of 2-Aminopyrimido [4,5-e]-1,3,4-thiadiazine and Some Related Compounds from 6-Thiosemicarbazidouracils
• Fused Pyrimidines. IV. Synthesis of 3-Alkyl (or Acyl)-aminopyrazolo [3,4-d] pyrimidine Derivatives from 6-Hydrazinouracils and Isothiocyanates

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