methyl 7-(4-chlorophenyl)-6,8-dioxo-1,2,7-triazaspiro[4.4]non-2-ene-3-carboxylate | 396099-56-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: methyl 7-(4-chlorophenyl)-6,8-dioxo-1,2,7-triazaspiro[4.4]non-2-ene-3-carboxylate
• CAS: 396099-56-2
• 化学式: C₁₄H₁₂ClN₃O₄
• 分子量: 321.72
• InChiKey: ZRRPDEBQUBBBAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  88.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 7-(4-chlorophenyl)-6,8-dioxo-1,2,7-triazaspiro[4.4]non-2-ene-3-carboxylate 在 溴 作用下， 以 溶剂黄146 为溶剂， 以65%的产率得到
  参考文献：
  名称：

  脂肪族重氮化合物的反应：V.重氮乙酸甲酯与衣康酸酰亚胺的反应

  摘要：

  Methyl diazoacetate regioselectively adds to N-substituted imides of itaconic acid to afford 2-pyrazolines, methyl 7-aryl-6,8-dioxo-1,2,7-triazaspiro[4.4]non-2-ene-3-carboxylates that in reaction with halogens (Cl-2, Br-2) yield methyl 5-aryl-1-halo-4,6-dioxo-5-azaspiro[2.4]heptane-1-carboxylates as a mixture of syn- and anti$(2$)-isomers.

  DOI：

  10.1023/a:1015534221121
• 作为产物：
  描述：

  N-(4-chlorophenyl)itaconimide 、 重氮乙酸甲酯 以 苯 为溶剂， 以84%的产率得到methyl 7-(4-chlorophenyl)-6,8-dioxo-1,2,7-triazaspiro[4.4]non-2-ene-3-carboxylate
  参考文献：
  名称：

  脂肪族重氮化合物的反应：V.重氮乙酸甲酯与衣康酸酰亚胺的反应

  摘要：

  Methyl diazoacetate regioselectively adds to N-substituted imides of itaconic acid to afford 2-pyrazolines, methyl 7-aryl-6,8-dioxo-1,2,7-triazaspiro[4.4]non-2-ene-3-carboxylates that in reaction with halogens (Cl-2, Br-2) yield methyl 5-aryl-1-halo-4,6-dioxo-5-azaspiro[2.4]heptane-1-carboxylates as a mixture of syn- and anti$(2$)-isomers.

  DOI：

  10.1023/a:1015534221121

文献信息

• Esters of Substituted 2,3,7-Triazabicyclo[3.3.0]oct-3-ene-4-carboxylic acids and 1,2,7-Triazaspiro[4.4]non-2-ene-3-carboxylic acids in Alkylation and Acylation
  作者：A.V. Stepakov、A.P. Molchanov、R.R. Kostikov

  DOI：10.1007/s11178-005-0151-9

  日期：2005.2

  Esters of substituted 2,3,7-triazabicyclo[3.3.0]oct-3-ene-4-carboxylic acids react with acetone in the presence of hydrogen chloride (bromide) affording esters of substituted 2-(1,1-dimethyl-3-oxobutyl)-2,3,7-triazabicyclo[3.3.0]oct-3-ene-4-carboxylic acids. Reactions of esters of substituted 2,3,7-triazabicyclo[3.3.0]octa-1(5),3-diene-4-carboxylic acids with 1-adamantanol in trifluoroacetic acid resulted in esters of substituted 2-(1-adamantyl)- 2,3,7-triazabicyclo[3.3.0]octa-1(5),3-diene-4-carboxylic acids.

  带取代基的2,3,7-三氮杂双环[3.3.0]辛-3-烯-4-羧酸的酯在盐酸（溴化氢）的存在下与丙酮反应，生成带取代基的2-(1,1-二甲基-3-氧代丁基)-2,3,7-三氮杂双环[3.3.0]辛-3-烯-4-羧酸的酯。带取代基的2,3,7-三氮杂双环[3.3.0]辛-1(5),3-二烯-4-羧酸的酯与1-阿达曼醇在三氟乙酸中反应，生成带取代基的2-(1-阿达曼基)-2,3,7-三氮杂双环[3.3.0]辛-1(5),3-二烯-4-羧酸的酯。
• ——
  作者：A. P. Molchanov、A. V. Stepakov、V. M. Boitsov、J. Kopf、R. R. Kostikov

  DOI：10.1023/a:1022575932070

  日期：——

  Substituted 6,8-dioxo-2,3,7-triazabicyclo[3.3.0]oct-3-ene-4-carboxylates react with N-fluoropyridinium tetrafluoroborate to give mixtures of exo and endo isomers of 6-fluoro-2,4-dioxo-3-azabicyclo[3.1.0]hexane-6-carboxylates. Analogous reaction of 6,8-dioxo-1,2,7-triazaspiro[4.4]non-2-ene-3-carboxylates results in formation of syn,anti-isomeric 1-fluoro-4,6-dioxo-5-azaspiro[2.4]heptane-1-carboxylates.
• ——
  作者：A. P. Molchanov、A. V. Stepakov、R. R. Kostikov

  DOI：10.1023/a:1015534221121

  日期：——

  Methyl diazoacetate regioselectively adds to N-substituted imides of itaconic acid to afford 2-pyrazolines, methyl 7-aryl-6,8-dioxo-1,2,7-triazaspiro[4.4]non-2-ene-3-carboxylates that in reaction with halogens (Cl-2, Br-2) yield methyl 5-aryl-1-halo-4,6-dioxo-5-azaspiro[2.4]heptane-1-carboxylates as a mixture of syn- and anti$(2$)-isomers.