5-dimethylamino-2-phenyl-1,3-oxazole-4-carbonitrile | 64326-63-2

• 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-dimethylamino-2-phenyl-1,3-oxazole-4-carbonitrile
• 英文别名: 5-Dimethylamino-2-phenyl-4-cyanooxazol；5-dimethylamino-2-phenyl-oxazole-4-carbonitrile；5-(Dimethylamino)-2-phenyl-1,3-oxazole-4-carbonitrile
• CAS: 64326-63-2
• 化学式: C₁₂H₁₁N₃O
• mdl: MFCD00522015
• 分子量: 213.239
• InChiKey: YXOHQILNFAPXOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  53.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-benzoylamino-3,3-dichloroacrylonitrile 、 二甲胺 生成 5-dimethylamino-2-phenyl-1,3-oxazole-4-carbonitrile
  参考文献：
  名称：

  Drach,B.S.; Mis'kevich,G.N., Journal of Organic Chemistry USSR (English Translation), 1977, vol. 13, p. 1283 - 1289

  摘要：

  DOI：

文献信息

• Three ways of reactions of 5-(3,5-dimethyl-1H-pyrazol-1-yl)-2-phenyl-1,3-oxazole-4-carbonitrile and its analogs with nitrogen-containing bases
  作者：O. V. Shablykin、V. S. Brovarets、E. B. Rusanov、B. S. Drach

  DOI：10.1134/s1070363208040233

  日期：2008.4

  Substituted 5-(3,5-dimethyl-1H-pyrazol-1-yl)-1,3-oxazole-4-carbonitrile differently react with nitrogen bases having different numbers of labile hydrogen atoms. Treatment of the title compounds with secondary amines or morpholine results in nucleophilic replacement of the pyrazolyl substituent at C(5), the ozaxole ring remaining unchanged. Their reactions with primary amines are accompanied by cleavage of the oxazole ring with formation of the corresponding enamino nitriles. Hydrazine hydrate acts in a similar way, but enehydrazino nitriles thus formed undergo fast cyclization to give new 4,5-diaminopyrazole derivatives. The latter can be converted into substituted pyrazolo[1,5-a]pyrimidines whose structure has been proved by X-ray analysis.
• DRACH B. S.; MISKEVICH G. N., ZH. ORGAN. XIMII, 1977, 13, HO 7, 1398-1404
  作者：DRACH B. S.、 MISKEVICH G. N.

  DOI：——

  日期：——