1,3-dimethyl-6-phenylpyrido<2,3-d>pyrimidine-2,4-(1H,3H)-dione | 50781-57-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1,3-dimethyl-6-phenylpyrido<2,3-d>pyrimidine-2,4-(1H,3H)-dione
• 英文别名: 1,3-dimethyl-6-phenylpyrido<2,3-d>pyrimidine-2,4(1H,3H)-dione；1,3-dimethyl-6-phenyl-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine-2,4-dione；1,3-dimethyl-6-phenylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione；1,3-dimethyl-6-phenyl-1H-pyrido[2,3-d]pyrimidine-2,4-dione；1,3-Dimethyl-6-phenyl-1,2,3,4-tetrahydropyrido<2,3-d>pyrimidindion；1,3-Dimethyl-6-phenyl-pyrido<2,3-d>pyrimidin-2,4(1H,3H)-dion；1,3-Dimethyl-6-phenylpyrido[2,3-d]pyrimidine-2,4-dione
• CAS: 50781-57-2
• 化学式: C₁₅H₁₃N₃O₂
• 分子量: 267.287
• InChiKey: BVKQKCGHGWAFEI-UHFFFAOYSA-N

物化性质

• 熔点：
  166-168 °C
• 沸点：
  477.4±47.0 °C(Predicted)
• 密度：
  1.273±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 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-<(dimethylamino)methylene>amino-1,3-dimethyluracil 在 palladium diacetate 、 N-碘代丁二酰亚胺 、 copper(l) iodide 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 1,3-dimethyl-6-phenylpyrido<2,3-d>pyrimidine-2,4-(1H,3H)-dione
  参考文献：
  名称：

  Synthesis of Pyrido[2,3-d]pyrimidines via Palladium-catalyzed Coupling Reaction Followed by Electrocyclic Reaction

  摘要：

  DOI：

  10.3987/com-98-8295

文献信息

• Reactivity of Thioaldehyde:  Cyclization Reaction of 6-Amino-1,3-dimethyl-5- thioformyluracil with Enamines into Pyrido[2,3-<i>d</i>]pyrimidine-2,4-(1<i>H</i>,3<i>H</i>)-diones
  作者：Kosaku Hirota、Keiko Kubo、Hironao Sajiki、Yukio Kitade、Magoichi Sako、Yoshifumi Maki

  DOI：10.1021/jo962200s

  日期：1997.5.1
• Kuwada, Takeshi; Harada, Kenichi; Nobuhiro, Junko, Heterocycles, 2002, vol. 57, # 11, p. 2081 - 2090
  作者：Kuwada, Takeshi、Harada, Kenichi、Nobuhiro, Junko、Choshi, Tominari、Hibino, Satoshi

  DOI：——

  日期：——
• Novel Synthesis of Pyrido[3,4-d]pyrimidines, Pyrido[2,3-d]pyrimidines, and Quinazolines via Palladium-catalyzed Oxidative Coupling
  作者：Kosaku Hirota、Hideki Kuki、Yoshifumi Maki

  DOI：10.3987/com-93-s99

  日期：——

  Oxidative-coupling of 6-azavinyl(or vinyl)-1,3-dimethyluracil derivatives (1, 5, and 7) with electron-deficient olefins in the presence of palladium acetate led to the formation of the corresponding 6-substituted pyrido[3,4-d]pyrimidines (4), pyrido[2,3-d]pyrimidines (6), and quinazolines (8 and 9), respectively, via an intermediacy of azatriene.
• Efficient One-Pot Synthesis of Substituted Pyrido[2,3-d]pyrimidines from Vinamidinium and Chloropropeniminium Salts
  作者：Mohamed Adnen Hadj Ayed、Thouraya Gmiza、Jamel Eddine Khiari、Béchir Ben Hassine

  DOI：10.1080/00397911.2010.545163

  日期：2012.6.15

  A novel and efficient one-pot preparation of 6-substituted pyrido-[2,3-d]pyrimidines by cyclocondensation of 6-amino-1,3-dimethyluracil with symmetrical vinamidinium salts under basic conditions has been developed. Regioselectivity was observed with an unsymmetrical chloropropeniminium salt.
• Hirota Kosaku, Kuki Hideki, Maki Yoshifumi, Heterocycles, 37 (1994) N 1, S 563-570
  作者：Hirota Kosaku, Kuki Hideki, Maki Yoshifumi

  DOI：——

  日期：——