5-Amino-3-(2-methoxyphenyl)-1H-pyrazole-4-carbonitrile | 111510-04-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-Amino-3-(2-methoxyphenyl)-1H-pyrazole-4-carbonitrile
• 英文别名: 3-Amino-5-(2-methoxyphenyl)-1H-pyrazole-4-carbonitrile
• CAS: 111510-04-4
• 化学式: C₁₁H₁₀N₄O
• 分子量: 214.227
• InChiKey: PYODZLMZQCTUNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  87.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-Amino-3-(2-methoxyphenyl)-1H-pyrazole-4-carbonitrile 在 二硫化碳 、 氢氧化钾 、 二甲基亚砜 作用下， 生成 4-Benzylamino-3-(2-methoxyphenyl)-6-methylthiopyrazolo<3,4-d>pyrimidine
  参考文献：
  名称：

  Tominaga, Yoshinori; Matsuoka, Yoshiki; Oniyama, Yukio, Journal of Heterocyclic Chemistry, 1990, vol. 27, # 3, p. 647 - 660

  摘要：

  DOI：
• 作为产物：
  描述：

  2-Cyano-3-(2-methoxyphenyl)-3-morpholinoacrylonitrile 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以88%的产率得到5-Amino-3-(2-methoxyphenyl)-1H-pyrazole-4-carbonitrile
  参考文献：
  名称：

  A Novel Preparation of Polarized Ethylenes by the Reaction of Thioamides or Dithiocarboxylates with Tetracyanoethylene Oxide. Synthesis of Pyrazoles and Pyrimides

  摘要：

  DOI：

  10.3987/r-1987-03-0613

文献信息

• The conversion of isothiazoles into pyrazoles using hydrazine
  作者：Heraklidia A. Ioannidou、Panayiotis A. Koutentis

  DOI：10.1016/j.tet.2009.06.041

  日期：2009.8

  The conversion of isothiazoles into pyrazoles on treatment with hydrazine is investigated. The influence of various C-3, C-4 and C-5 isothiazole substituents and some limitations of this ring transformation are examined. When the isothiazole C-3 substituent is a good nucleofuge, 3-aminopyrazoles are obtained. However, when the 3-substituent is not a leaving group it is retained in the pyrazole product. Treatment of 4-bromo-3-chloro-5-phenylisothiazoie 56 or 3-chloro-4,5-diphenylisothiazole 57 with anhydrous hydrazine at ca. 200 degrees C for a few minutes gives the corresponding 3-hydrazinoisothiazoles 61 and 64 respectively in high yields; the stability of these new hydrazines is investigated. 5,5'-Diphenyl-3,3'-biisothiazole-4,4'-dicarbonitrile 78 reacts with hydrazine to give 5,5'-diphenyl-3,3'-bi(1H-pyi-azole)-4,4'-dicarbonitrile 79. Methylhydrazine reacts with 3-chloro-5-phenytisothiazole-4-carbonitrile 1 to give 3-(1-methylhydrazino)-5-phenylisothiazole-4-carbontrile 83 and 3-amino-lmethyl-5-phenylpyrazole-4-carbonitrile 84. All products are fully characterised and rational mechanisms for the isothiazole into pyrazole transformation are proposed. (C) 2009 Elsevier Ltd. All rights reserved.
• TOMINAGA, YOSHINORI;MATSUOKA, YOSHIKI;ONIYAMA, YUKIO;UCHIMURA, YOSHIMITSU+, J. HETEROCYCL. CHEM., 27,(1990) N, C. 647-660
  作者：TOMINAGA, YOSHINORI、MATSUOKA, YOSHIKI、ONIYAMA, YUKIO、UCHIMURA, YOSHIMITSU+

  DOI：——

  日期：——
• TOMINAGA, YOSHINORI;MATSUOKA, YOSHIKI;KOHRA, SHINYA;HOSOMI, AKIRA, HETEROCYCLES, 26,(1987) N 3, 613-616
  作者：TOMINAGA, YOSHINORI、MATSUOKA, YOSHIKI、KOHRA, SHINYA、HOSOMI, AKIRA

  DOI：——

  日期：——