1-benzoyl-3,6-diphenyl-1,2-dihydro-[1,2,4,5]tetrazine

• 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: 1-benzoyl-3,6-diphenyl-1,2-dihydro-[1,2,4,5]tetrazine
• 英文别名: 1-Benzoyl-3,6-diphenyl-1,2-dihydro-[1,2,4,5]tetrazin；(3,6-diphenyl-1H-1,2,4,5-tetrazin-2-yl)-phenylmethanone
• 化学式: C₂₁H₁₆N₄O
• 分子量: 340.384
• InChiKey: KCOHBLIOMXYHKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  苯甲酰氯 、 1-benzoyl-3,6-diphenyl-1,2-dihydro-[1,2,4,5]tetrazine 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以26.4%的产率得到1,2-benzoyl-3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazine
  参考文献：
  名称：

  Synthesis, Crystal Structures and Quantum Chemical Calculations of 3,6-diphenyl-1,2-dihydro- and 1,4-dihydro-1,2,4,5-tetrazine derivatives

  摘要：

  1-Acyl-3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazines were prepared by treatment of 3,6-diphenyl-1,4-(or 1,2)-dihydro-1,2,4,5-tetrazine and an equimolar amount of an acyl chloride. Further reaction with another equivalent of an acyl chloride yielded 1,4(or 1,2)-diacyl-3,6-diphenyl-1,4(or 1,2)-dihydro-1,2,4,5-tetrazines. Their structures are confirmed by H-1 NMR, IR, and mass spectra and by elemental analysis and X-ray diffraction. The experimental results are also validated by calculation of molecular stabilisation energies with the DFT calculations (B3LPY method). It can be shown that when alkanoyl chlorides are used, the products are the 1,4-dihydro-1,2,4,5-tetrazines, whereas acylation with aroyl chlorides affords 1,2-dihydro-1,2,4,5-tetrazines.

  DOI：

  10.3184/174751913x13783040292986
• 作为产物：
  描述：

  1,2-bis[chloro(phenyl)methylidene]hydrazone 在 乙醇 、 sodium carbonate 、 一水合肼 、 苯 作用下， 生成 1-benzoyl-3,6-diphenyl-1,2-dihydro-[1,2,4,5]tetrazine
  参考文献：
  名称：

  Stolle; Thomae, Journal fur praktische Chemie (Leipzig 1954), 1906, vol. <2>73, p. 297,298

  摘要：

  DOI：

文献信息

• Synthesis, Crystal Structures and Quantum Chemical Calculations of 3,6-diphenyl-1,2-dihydro- and 1,4-dihydro-1,2,4,5-tetrazine derivatives
  作者：Zhen-Zhen Yang、Feng Xu、Zhong-Lu Ke、Hong-Yun Chen、Wei-Xiao Hu、Hai-Bo Li

  DOI：10.3184/174751913x13783040292986

  日期：2013.10

  1-Acyl-3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazines were prepared by treatment of 3,6-diphenyl-1,4-(or 1,2)-dihydro-1,2,4,5-tetrazine and an equimolar amount of an acyl chloride. Further reaction with another equivalent of an acyl chloride yielded 1,4(or 1,2)-diacyl-3,6-diphenyl-1,4(or 1,2)-dihydro-1,2,4,5-tetrazines. Their structures are confirmed by H-1 NMR, IR, and mass spectra and by elemental analysis and X-ray diffraction. The experimental results are also validated by calculation of molecular stabilisation energies with the DFT calculations (B3LPY method). It can be shown that when alkanoyl chlorides are used, the products are the 1,4-dihydro-1,2,4,5-tetrazines, whereas acylation with aroyl chlorides affords 1,2-dihydro-1,2,4,5-tetrazines.
• Stolle; Thomae, Journal fur praktische Chemie (Leipzig 1954), 1906, vol. <2>73, p. 297,298
  作者：Stolle、Thomae

  DOI：——

  日期：——