1,7,9-Trimethyl-5,6,8-trioxo-2,5,6,7,8,9-hexahydro-1H-pyrimido[4,5-c][1,2]diazepine-3-carboxylic acid ethyl ester | 205585-11-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 嘧啶二氮卓类
• 英文名称: 1,7,9-Trimethyl-5,6,8-trioxo-2,5,6,7,8,9-hexahydro-1H-pyrimido[4,5-c][1,2]diazepine-3-carboxylic acid ethyl ester
• 英文别名: ethyl 1,7,9-trimethyl-5,6,8-trioxo-2H-pyrimido[4,5-c]diazepine-3-carboxylate
• CAS: 205585-11-1
• 化学式: C₁₃H₁₆N₄O₅
• 分子量: 308.294
• InChiKey: TZNJYEWXEYTGPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  99.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,7,9-Trimethyl-5,6,8-trioxo-2,5,6,7,8,9-hexahydro-1H-pyrimido[4,5-c][1,2]diazepine-3-carboxylic acid ethyl ester 在 sodium tetrahydroborate 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 0.25h， 以32%的产率得到1,7,9-Trimethyl-5,6,8-trioxo-2,3,4,5,6,7,8,9-octahydro-1H-pyrimido[4,5-c][1,2]diazepine-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  A New Approach to Fused 1,2-Diazepines by Cyclization of Enhydrazines with a- and b-Keto Esters

  摘要：

  The cyclization of 6-(1,2-diethoxycarbonylethylidene)hydrazino-1,3-dimethyluracil (3) and 6-(1,2-diethoxycarbonylethylidene)hydrazino-3-methyl-2-methylthiopyrimidin-4(3H)-one (8) in the presence of polyphosphoric acid (PPA) provided 2,5-dihydropyrimido[4,5-c]-1,2-diazepine-5,6,8(1H,7H,9H)-trione (4) and 4,5-dihydropyrimido[4,5-c]-1,2-diazepine-5,6(1H,7H)-dione (9), respectively. 4-Hydrazino-5-methyl-2-pyrone (27) and 5,5-dimethyl-3-hydrazinnocyclohexen-1-one (31) readily reacted with ethyl benzoylacetate (28) to give 4,5-dihydropyrano[4,3-c]-1,2-diazepine-5 (30) and 3-phenyl-1,8,8-trimethyl-4,5,6,7,8,9-hexahydro-1,2-benzodiazepine-5,6(1H)-dione (33), respectively.

  DOI：

  10.3987/com-97-s(n)19
• 作为产物：
  描述：

  6-[氨基(甲基)氨基]-1,3-二甲基嘧啶-2,4-二酮 在 PPA 作用下， 以 溶剂黄146 、 甲苯 为溶剂， 反应 12.5h， 生成 1,7,9-Trimethyl-5,6,8-trioxo-2,5,6,7,8,9-hexahydro-1H-pyrimido[4,5-c][1,2]diazepine-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  A New Approach to Fused 1,2-Diazepines by Cyclization of Enhydrazines with a- and b-Keto Esters

  摘要：

  The cyclization of 6-(1,2-diethoxycarbonylethylidene)hydrazino-1,3-dimethyluracil (3) and 6-(1,2-diethoxycarbonylethylidene)hydrazino-3-methyl-2-methylthiopyrimidin-4(3H)-one (8) in the presence of polyphosphoric acid (PPA) provided 2,5-dihydropyrimido[4,5-c]-1,2-diazepine-5,6,8(1H,7H,9H)-trione (4) and 4,5-dihydropyrimido[4,5-c]-1,2-diazepine-5,6(1H,7H)-dione (9), respectively. 4-Hydrazino-5-methyl-2-pyrone (27) and 5,5-dimethyl-3-hydrazinnocyclohexen-1-one (31) readily reacted with ethyl benzoylacetate (28) to give 4,5-dihydropyrano[4,3-c]-1,2-diazepine-5 (30) and 3-phenyl-1,8,8-trimethyl-4,5,6,7,8,9-hexahydro-1,2-benzodiazepine-5,6(1H)-dione (33), respectively.

  DOI：

  10.3987/com-97-s(n)19

文献信息

• A New Approach to Fused 1,2-Diazepines by Cyclization of Enhydrazines with a- and b-Keto Esters
  作者：Tetsuo Yamasaki、Kaoru Nishida、Yoshinari Okamoto、Tadashi Okawara、Mitsuru Furukawa

  DOI：10.3987/com-97-s(n)19

  日期：——

  The cyclization of 6-(1,2-diethoxycarbonylethylidene)hydrazino-1,3-dimethyluracil (3) and 6-(1,2-diethoxycarbonylethylidene)hydrazino-3-methyl-2-methylthiopyrimidin-4(3H)-one (8) in the presence of polyphosphoric acid (PPA) provided 2,5-dihydropyrimido[4,5-c]-1,2-diazepine-5,6,8(1H,7H,9H)-trione (4) and 4,5-dihydropyrimido[4,5-c]-1,2-diazepine-5,6(1H,7H)-dione (9), respectively. 4-Hydrazino-5-methyl-2-pyrone (27) and 5,5-dimethyl-3-hydrazinnocyclohexen-1-one (31) readily reacted with ethyl benzoylacetate (28) to give 4,5-dihydropyrano[4,3-c]-1,2-diazepine-5 (30) and 3-phenyl-1,8,8-trimethyl-4,5,6,7,8,9-hexahydro-1,2-benzodiazepine-5,6(1H)-dione (33), respectively.