2-(N,N-dimethylformamido)-3,5,6-trichloro-p-benzoquinone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(N,N-dimethylformamido)-3,5,6-trichloro-p-benzoquinone
• 英文别名: 2-(N,N-dimethylformamido)-p-chloranil；2,4,5-trichloro-N,N-dimethyl-3,6-dioxocyclohexa-1,4-diene-1-carboxamide
• 化学式: C₉H₆Cl₃NO₃
• 分子量: 282.511
• InChiKey: YTOSJZSUQZKUDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.41
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  54.45
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  3-hydrazino-5H-[1,2,4]triazino[5,6-b]indole 、 四氯苯醌 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以57%的产率得到
  参考文献：
  名称：

  Novel heterocyclics from 3-substituted-5H-1,2,4-triazino-[5,6-b]indoles and π-acceptors

  摘要：

  The reaction of 1,2,4-triazino[5,6-b]indole-3-thione 1 with tetracyanoethylene (TCNE) afforded the disulfide 6, the tricyanovinylation product 8 and thiazolotriazinoindole 11 3-Aryl-5H-1,2,4-triazino[5,6-b] indoles 2a,b reacted with TCNE to give pentacyanopropene 12 and 3-aminoptriazinoindole derivatives 14a,b 3-Hydrazino-5H-1,2,4-triazino[5,6-b]indole 3 reacted with TCNE, dicyanomethyleneindane-1,3-dione(CNIND)and 2,3-dicyano-1,4-naphthoquinone(DCNQ)to form triazolotriazinoindoles 17 and the triazepinotriazinoindoles 16,24 and 26. The reaction of 3 with chlorinated quinones gave the quinazolinetriones 21-23.

  DOI：

  10.1016/s0040-4020(01)89615-0

文献信息

• New Reactions of 2-Thioxo-1,2,3,4-tetrahydropyrimidines with some electron-deficient ethylenes andp-quinones
  作者：Nasr K. Mohamed、Ashraf A. Aly、Alaa A. Hassan、Aboul-Fetouh E. Mourad、Henning Hopf

  DOI：10.1002/prac.199633801145

  日期：——
• Hassan; Mohamed; Aly, Pharmazie, 1997, vol. 52, # 1, p. 23 - 28
  作者：Hassan、Mohamed、Aly、Mourad

  DOI：——

  日期：——
• Hassan; Mekheimer; Mohamed, Pharmazie, 1997, vol. 52, # 8, p. 589 - 593
  作者：Hassan、Mekheimer、Mohamed

  DOI：——

  日期：——
• Hassan, Alaa A.; Mohamed, Nasr K.; Aly, Ashraf A., Bulletin des Societes Chimiques Belges, 1996, vol. 105, # 4, p. 159 - 162
  作者：Hassan, Alaa A.、Mohamed, Nasr K.、Aly, Ashraf A.、Mourad, Aboul-Fetouh E.

  DOI：——

  日期：——
• Novel heterocyclics from 3-substituted-5H-1,2,4-triazino-[5,6-b]indoles and π-acceptors
  作者：Alaa A Hassan、Nasr K Mohamed、Bahaa A Ali、Aboul-Fetouh E Mourad

  DOI：10.1016/s0040-4020(01)89615-0

  日期：1994.1

  The reaction of 1,2,4-triazino[5,6-b]indole-3-thione 1 with tetracyanoethylene (TCNE) afforded the disulfide 6, the tricyanovinylation product 8 and thiazolotriazinoindole 11 3-Aryl-5H-1,2,4-triazino[5,6-b] indoles 2a,b reacted with TCNE to give pentacyanopropene 12 and 3-aminoptriazinoindole derivatives 14a,b 3-Hydrazino-5H-1,2,4-triazino[5,6-b]indole 3 reacted with TCNE, dicyanomethyleneindane-1,3-dione(CNIND)and 2,3-dicyano-1,4-naphthoquinone(DCNQ)to form triazolotriazinoindoles 17 and the triazepinotriazinoindoles 16,24 and 26. The reaction of 3 with chlorinated quinones gave the quinazolinetriones 21-23.