S-2-methylthiopyrazolo<1,5-a>pyridin-3-yl p-chlorothiobenzoate | 94195-87-6

• 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: S-2-methylthiopyrazolo<1,5-a>pyridin-3-yl p-chlorothiobenzoate
• 英文别名: S-(2-methylsulfanylpyrazolo[1,5-a]pyridin-3-yl) 4-chlorobenzenecarbothioate
• CAS: 94195-87-6
• 化学式: C₁₅H₁₁ClN₂OS₂
• 分子量: 334.85
• InChiKey: CUUSAVYOYYOBQC-UHFFFAOYSA-N

物化性质

• 熔点：
  158-160 °C(Solv: ethanol (64-17-5))
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  85
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 potassium carbonate 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以87%的产率得到S-2-methylthiopyrazolo<1,5-a>pyridin-3-yl p-chlorothiobenzoate
  参考文献：
  名称：

  Kakehi, Akikazu; Ito, Suketaka; Ito, Masayoshi, Heterocycles, 1984, vol. 22, # 10, p. 2237 - 2240

  摘要：

  DOI：

文献信息

• Preparation of New Nitrogen-bridged Heterocycles. 11. A New Synthetic Method of Pyrazolo[1,5-<i>a</i>]pyridines from the Alkaline Treatment of 1-[(Acylmethylthio)methyleneamino]pyridinium Salts
  作者：Akikazu Kakehi、Suketaka Ito、Masayoshi Ito、Toshiaki Yotsuya、Kenji Nagata

  DOI：10.1246/bcsj.58.1432

  日期：1985.5

  Alkaline treatment of 1-[(acylmethylthio)methyleneamino]pyridinium halides gave unexpectedly 3-acyl- or 3-(acylthio)pyrazolo[1,5-a]pyridine derivatives in 35–87% yields. Some 4,4a-dihydropyrido[1,2-d][1,3,4]thiadiazine intermediates involved in these reactions could be detected by their nmr follows and three related 4a,8-dimethyl derivatives were isolated. Substituent effect and possible mechanisms

  1-[(酰基甲硫基)亚甲基氨基]吡啶鎓卤化物的碱处理出人意料地以35-87%的产率得到3-酰基-或3-(酰基硫基)吡唑并[1,5-a]吡啶衍生物。一些参与这些反应的 4,4a-二氢吡啶并 [1,2-d][1,3,4] 噻二嗪中间体可以通过它们的核磁共振检测到，并分离出三种相关的 4a,8-二甲基衍生物。还讨论了替代效应和可能的机制。
• Structures of pyrazolo[1,5-a]pyridine derivatives
  作者：A. Kakehi、K. Kitajima、S. Ito、N. Takusagawa

  DOI：10.1107/s0108270194004749

  日期：1994.12.15

  The pyrazolo[1,5-a]pyridine skeletons of 2-phenylpyrazolo [1 ,5-a]pyridine-3-carbonitrile, C14H9N3 (2a), and S-2-methylthiopyrazolo [1,5-a]pyridin-3-yl p-chlorothiobenzoate, C15H11C1N2OS2 (2b), are planar [maximum deviation 0.019 (3) Angstrom for (2a) and 0.011 (5) Angstrom for (2b)]. The pyrazolo[1,5-a]pyridine skeleton of compound (2b), in which the 2- and 3-substituents are bonded to the pyrazole ring by two long C-S bonds, shows no significant distortion, while in (2a), with the 2-phenyl and the 3-cyano groups, considerable changes are seen in the bond angles resulting from the severe steric interaction accompanied by the resonance effect between the pyrazolo[1,5-a]pyridine and the phenyl group.
• KAKEHI, AKIKAZU;ITO, SUKETAKA;ITO, MASAYOSHI;YOTSUYA, TOSHIAKI, HETEROCYCLES, 1984, 22, N 10, 2237-2240
  作者：KAKEHI, AKIKAZU、ITO, SUKETAKA、ITO, MASAYOSHI、YOTSUYA, TOSHIAKI

  DOI：——

  日期：——