1,3,5-trimethyl-pyrido<2,3-d>pyrimidine-2,4(1H,2H)-dione | 59797-09-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 1,3,5-trimethyl-pyrido<2,3-d>pyrimidine-2,4(1H,2H)-dione
• 英文别名: 1,3,5-trimethylpyrido<2,3-d>pyrimidine-2,4(1H,3H)-dione；1,3,5-Trimethylpyrimido<2,3-d>pyrimidine-2,4-dione；1,3,5-trimethylpyrido<2,3-d>pyrimidine-2,4-dione；1,3,5-trimethyl-1H-pyrido[2,3-d]pyrimidine-2,4-dione；1,3,5-Trimethylpyrido[2,3-d]pyrimidine-2,4-dione
• CAS: 59797-09-0
• 化学式: C₁₀H₁₁N₃O₂
• 分子量: 205.216
• InChiKey: JRIVWZNWONCFKX-UHFFFAOYSA-N

物化性质

• 熔点：
  159-160.5 °C
• 沸点：
  376.0±44.0 °C(Predicted)
• 密度：
  1.275±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  53.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-氯-1,3-二甲基脲嘧啶 在 氧气 、 copper(l) chloride 、 palladium dichloride 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 1,3,5-trimethyl-pyrido<2,3-d>pyrimidine-2,4(1H,2H)-dione
  参考文献：
  名称：

  A simple synthesis of 1,3-dialkylpyrido(2,3-d)pyrimidines.

  摘要：

  描述了一种新颖且便利的合成方法，通过PdCl2-CuCl-O2催化的氧化环化反应，从6-烯丙基氨基和6-（取代烯丙基）氨基尿嘧啶合成1, 3-二烷基吡啶[2, 3-d]嘧啶-2, 4（1H，3H）-二酮。此外，1, 3-二甲基吡啶[2, 3-d]嘧啶-2, 4（1H，3H）-二酮（4a）是通过6-烯丙基氨基-1, 3-二甲基尿嘧啶（3a）与（AcO）2 Pd反应以及3a的热环化反应制备的。

  DOI：

  10.1248/cpb.33.1375

文献信息

• Itoh, Tsuneo; Imini, Toshihiko; Ogura, Haruo, Heterocycles, 1983, vol. 20, # 11, p. 2177 - 2180
  作者：Itoh, Tsuneo、Imini, Toshihiko、Ogura, Haruo、Kawahara, Norio、Nakajima, Takako、et al.

  DOI：——

  日期：——
• Novel method for the synthesis of pyrido[2,3-d]pyrimidine-2,4-diones from 5,7-dimethylpyrimido[4,5-e]-1,2,4-triazine-6,8-dione
  作者：S. V. Shorshnev、A. I. Chernyshev、S. E. Esipov、A. F. Pozharskii、V. V. Kuz'menko、A. V. Gulevskaya

  DOI：10.1007/bf00472272

  日期：1987.12
• Synthesis of pyrido[2,3-d]pyrimidine-2,4-diones from pyrimido-[4,5-e]-1,2,4-triazine-6,8-diones by reversed azadiene synthesis
  作者：S. V. Shorshnev、S. E. Esipov、A. I. Chernyshev、A. F. Pozharskii、V. V. Kuz'menko、A. V. Gulevskaya

  DOI：10.1007/bf00499415

  日期：1990.2
• On the Reactions of 6-Phosphoranylideneaminouracils and Related 6-Aminouracils with 2,4,6-Cyclooctatrienone: Reactions of the Intermediates of Uracil-annulated 8-Azabicyclo[5.3.1]undecatetraene Ring Systems
  作者：Makoto Nitta、Hiromi Kanda

  DOI：10.3987/com-01-9425

  日期：——

  The reaction of 1,3-dimethyl-6-phosphoranylideneaminouracil (4) with 2,4,6-cyclooctatrienone (7) in AcOH gives an intermediacy of uracil-annulated 8-azabicyclo[5.3. 1]undeca-2,4,7,9-tetraene (9), which results in the formation of 9-acetoxy-5a,10-methano-2,4-dimethyl-2H-5,5a,6,8a,9,10-hexahydrocyclopent[b]- pyrimido[5,4-f]azepine-1,3(4H)-dione and 1,3,7- and 1,3,5-trimethylpyrido[2,3-d]pyrimidine-2(1H),4(3H)-diones (12 and 13) after several reaction sequences. A similar reaction using 6-amino-1,3-dimethyluracil (5) also afforded the same products probably via uracil-annulated 8-azabicyclo [5.3. 1]undeca-2,4,6,9-tetraene (14). A similar intermediate is also postulated in the reaction of 3-methyl-6-methylaminouracil (6) with 2,4,6-cyclooctatrienone, and results in the formation of 9-acetoxy-5a, 10-methano-2,4,5-trimethyl-2H-5,5a,6,8a,9, 10-hexahydrocyclopent-[b]pyrimido[5,4-f]azepine-1,3(4H)-dione (26), 3,7,8- and 3,5,8-trimethylpyrido[2,3-d]pyrimidine-2(3H),4(8H)-diones (27 and 28).
• ITOH, TSUNEO;IMINI, TOSHIHIKO;OGURA, HARUO;KAWAHARA, NORIO;NAKAJIMA, TAKA+, HETEROCYCLES, 1983, 20, N 11, 2177-2180
  作者：ITOH, TSUNEO、IMINI, TOSHIHIKO、OGURA, HARUO、KAWAHARA, NORIO、NAKAJIMA, TAKA+

  DOI：——

  日期：——