[[Amino(methoxy)methylidene]amino] benzoate | 163631-72-9

• 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: [[Amino(methoxy)methylidene]amino] benzoate
• 英文别名: [[amino(methoxy)methylidene]amino] benzoate
• CAS: 163631-72-9
• 化学式: C₉H₁₀N₂O₃
• 分子量: 194.19
• InChiKey: ABJNYVXELCAGCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [[Amino(methoxy)methylidene]amino] benzoate 以80%的产率得到3-Methoxy-5-phenyl-1,2,4-oxadiazole
  参考文献：
  名称：

  Photoinduced Molecular Rearrangements. Some Investigations of the Photochemical Behavior of 3-(Acylamino)-1,2,5-Oxadiazoles (Furazans)

  摘要：

  Mechanistic investigations of the photochemical behavior of some 3-(acylamino)-1,2,5-oxadiazoles (furazans) are reported. Irradiations of 3-(aroylamino)-4-methyl- and 3-(acetylamino)-4-phenylfurazans at lambda = 254 nm in methanol, and in methanol containing pyrrolidine, are considered. Photochemical processes follow different routes depending on the actual chromophore in the photoreaction. In the irradiation of 3-(aroylamino)-4-methylfurazans, two photochemical pathways involving a different multiplicity of excited states are suggested: cleavage of the ring O(1)-N(5) bond via a singlet excited state (developing into nitrile oxides or carbodiimides, from which final products arise), or preliminary ring-closure involving the aroylamino group via a triplet excited state, respectively. In the irradiation of 3-(acetylamino)-4-phenylfurazan, photolytic intermediates arising from the cleavage of both the O(1)-N(2) and O(1)-N(5) bonds develop into the final products by reaction with the nucleophilic species present.

  DOI：

  10.1021/jo00118a028
• 作为产物：
  描述：

  benzoyl-thiocarbonimidic acid dimethyl ester 在 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以25%的产率得到[[Amino(methoxy)methylidene]amino] benzoate
  参考文献：
  名称：

  Photoinduced Molecular Rearrangements. Some Investigations of the Photochemical Behavior of 3-(Acylamino)-1,2,5-Oxadiazoles (Furazans)

  摘要：

  Mechanistic investigations of the photochemical behavior of some 3-(acylamino)-1,2,5-oxadiazoles (furazans) are reported. Irradiations of 3-(aroylamino)-4-methyl- and 3-(acetylamino)-4-phenylfurazans at lambda = 254 nm in methanol, and in methanol containing pyrrolidine, are considered. Photochemical processes follow different routes depending on the actual chromophore in the photoreaction. In the irradiation of 3-(aroylamino)-4-methylfurazans, two photochemical pathways involving a different multiplicity of excited states are suggested: cleavage of the ring O(1)-N(5) bond via a singlet excited state (developing into nitrile oxides or carbodiimides, from which final products arise), or preliminary ring-closure involving the aroylamino group via a triplet excited state, respectively. In the irradiation of 3-(acetylamino)-4-phenylfurazan, photolytic intermediates arising from the cleavage of both the O(1)-N(2) and O(1)-N(5) bonds develop into the final products by reaction with the nucleophilic species present.

  DOI：

  10.1021/jo00118a028

文献信息

• Photoinduced Molecular Rearrangements. Some Investigations of the Photochemical Behavior of 3-(Acylamino)-1,2,5-Oxadiazoles (Furazans)
  作者：Silvestre Buscemi、Nicolo Vivona、Tullio Caronna

  DOI：10.1021/jo00118a028

  日期：1995.6

  Mechanistic investigations of the photochemical behavior of some 3-(acylamino)-1,2,5-oxadiazoles (furazans) are reported. Irradiations of 3-(aroylamino)-4-methyl- and 3-(acetylamino)-4-phenylfurazans at lambda = 254 nm in methanol, and in methanol containing pyrrolidine, are considered. Photochemical processes follow different routes depending on the actual chromophore in the photoreaction. In the irradiation of 3-(aroylamino)-4-methylfurazans, two photochemical pathways involving a different multiplicity of excited states are suggested: cleavage of the ring O(1)-N(5) bond via a singlet excited state (developing into nitrile oxides or carbodiimides, from which final products arise), or preliminary ring-closure involving the aroylamino group via a triplet excited state, respectively. In the irradiation of 3-(acetylamino)-4-phenylfurazan, photolytic intermediates arising from the cleavage of both the O(1)-N(2) and O(1)-N(5) bonds develop into the final products by reaction with the nucleophilic species present.