3--5-methyl-1,2,4-oxadiazole | 70997-34-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3--5-methyl-1,2,4-oxadiazole
• 英文别名: 3-(o-Methylaminophenyl)-5-methyl-1,2,4-oxadiazol；N-methyl-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-aniline；N-methyl-2-(5-methyl-1,2,4-oxadiazol-3-yl)aniline
• CAS: 70997-34-1
• 化学式: C₁₀H₁₁N₃O
• 分子量: 189.217
• InChiKey: YLERMPUXPGZNLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  51
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3--5-methyl-1,2,4-oxadiazole 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 Glomerin
  参考文献：
  名称：

  Korbonits, Dezsoe; Kiss, Pal; Simon, Kalman, Chemische Berichte, 1984, vol. 117, # 11, p. 3183 - 3193

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(2-氨基苯基)-5-甲基-1,2,4-恶二唑 、 硫酸二甲酯 在 sodium hydroxide 作用下， 生成 3--5-methyl-1,2,4-oxadiazole
  参考文献：
  名称：

  Vivona,N. et al., Journal of Heterocyclic Chemistry, 1979, vol. 16, p. 783 - 784

  摘要：

  DOI：

文献信息

• Photoinduced Molecular Rearrangements. The Photochemistry of Some 1,2,4-Oxadiazoles in the Presence of Nitrogen Nucleophiles. Formation of 1,2,4-Triazoles, Indazoles, and Benzimidazoles
  作者：Silvestre Buscemi、Nicolò Vivona、Tullio Caronna

  DOI：10.1021/jo960765i

  日期：1996.1.1

  The photochemistry of some 3,5-disubstituted 1,2,4-oxadiazoles in the presence of nitrogen nucleophiles [external, such as added amines or hydrazines, or internal, such as an o-aminophenyl moiety at C(3) of the oxadiazole ring] has been investigated. In the irradiation of 5-amino-(or 5-N-substituted amino) 3-phenyl-1,2,4-oxadiazoles in the presence of aliphatic primary amines (or ammonia), photolytic species arising from heterolytic cleavage of the ring O-N bond capture the nucleophilic reagent to give open-chain intermediates, which develop into 1,2,4-triazolin-5-ones. Similarly, irradiations of 3,5-diphenyl-, 3-methoxy-5-phenyl-, and 5-methyl-3-phenyl-1,2,4-oxadiazoles gave 1,2,4-triazoles. In the same context, irradiations of representative substrates in the presence of hydrazines have been also investigated. In the irradiation of 3-(o-aminophenyl)-5-methyl-, 3-[o-(methylamino)phenyl]-5-methyl-, and 3-(o-aminophenyl)-5-phenyl-1,2,4-oxadiazoles, concomitant formation of indazoles and benzimidazoles, presumably arising from a common photolytic species, has been observed. Some mechanistic aspects have been considered, and possible applications in synthesis have been pointed out.
• KORBONITS, D.;KISS, P.;SIMON, K.;KOLONITS, P., CHEM. BER., 1984, 117, N 11, 3183-3193
  作者：KORBONITS, D.、KISS, P.、SIMON, K.、KOLONITS, P.

  DOI：——

  日期：——