(2,2-Dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidene)-o-tolylamino-acetonitrile | 270577-97-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2,2-Dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidene)-o-tolylamino-acetonitrile
• 英文别名: 2-(2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)-2-(2-methylanilino)acetonitrile
• CAS: 270577-97-4
• 化学式: C₁₅H₁₄N₂O₄
• 分子量: 286.287
• InChiKey: DHCCCJULSFOQEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  88.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2,2-Dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidene)-o-tolylamino-acetonitrile 以 二苯醚 为溶剂， 反应 0.08h， 以78%的产率得到8-Methyl-4-oxo-1,4-dihydro-quinoline-2-carbonitrile
  参考文献：
  名称：

  A facile synthesis of 5-[(arylamino)(cyano)methylene]-2,2-dimethyl-1,3-dioxane-4,6-diones

  摘要：

  Treatment of 5-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-2,2-dimethyl- 1,3-dioxane-4,6-dione with primary arylamines in CH2Cl2 at rt gave 5-[(arylamino)(cyano)methylene]-2,2-dimethyl-1,3-dioxane-4,6-diones in excellent yields. The latter compounds were utilized for the preparation of 2-cyano-4-quinolinones. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00073-3
• 作为产物：
  描述：

  邻甲苯胺 、 5-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-2,2-dimethyl-1,3-dioxanee-4,6-dione 以 二氯甲烷 为溶剂， 反应 216.0h， 以94%的产率得到(2,2-Dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidene)-o-tolylamino-acetonitrile
  参考文献：
  名称：

  A facile synthesis of 5-[(arylamino)(cyano)methylene]-2,2-dimethyl-1,3-dioxane-4,6-diones

  摘要：

  Treatment of 5-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-2,2-dimethyl- 1,3-dioxane-4,6-dione with primary arylamines in CH2Cl2 at rt gave 5-[(arylamino)(cyano)methylene]-2,2-dimethyl-1,3-dioxane-4,6-diones in excellent yields. The latter compounds were utilized for the preparation of 2-cyano-4-quinolinones. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00073-3

文献信息

• Synthesis of 3-(alkylamino and anilino)-4-benzyloxycarbonyl-1H-pyrrole-2,5-diones via 5-[(alkylamino and anilino)(cyano)]-2,2-dimethyl-1,3-dioxane-4,6-diones
  作者：Moon-Kook Jeon、Kyongtae Kim

  DOI：10.1016/s0040-4039(02)00467-7

  日期：2002.4

  Treatment of [(alkylamino and anilino)(cyano)methylene]-2,2-dimethyl-1,3-dioxane-4,6-diones with benzyl alcohol for 20 min at reflux gave 3-(alkylamino and anilino)-4-benzyloxycarbonylmaleimides. (C) 2002 Published by Elsevier Science Ltd.