1-(4-methoxyphenyl)-3-(4-pyridyl)-1,3-propandione | 791064-83-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-methoxyphenyl)-3-(4-pyridyl)-1,3-propandione
• 英文别名: 1-(4-Methoxyphenyl)-3-pyridin-4-ylpropane-1,3-dione
• CAS: 791064-83-0
• 化学式: C₁₅H₁₃NO₃
• mdl: MFCD12462465
• 分子量: 255.273
• InChiKey: VAIZQZJUHXXPAH-UHFFFAOYSA-N

物化性质

• 熔点：
  132-133 °C(Solv: ethanol (64-17-5))
• 沸点：
  454.4±30.0 °C(Predicted)
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  56.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-methoxyphenyl)-3-(4-pyridyl)-1,3-propandione 在 氢氧化钾 、 四丁基溴化铵 、 sodium ethanolate 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 83.5h， 生成 4-[4-(4-Methoxy-phenyl)-thieno[2,3-b]thiophen-3-yl]-1-methyl-pyridinium; iodide
  参考文献：
  名称：

  Mashraqui, Sabir H.; Hariharasubrahmanian, Harini; Ashraf, Mohamed, Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 2005, vol. 44, # 1, p. 115 - 120

  摘要：

  DOI：
• 作为产物：
  描述：

  异烟酸乙酯 、 对甲氧基苯乙酮 在 sodium amide 作用下， 以 苯 为溶剂， 反应 7.0h， 以68.4%的产率得到1-(4-methoxyphenyl)-3-(4-pyridyl)-1,3-propandione
  参考文献：
  名称：

  SYNTHESIS AND ANTI-MICROBIAL ACTIVITIES OF 1,3,5-TRISUBSTITUTED-PYRAZOLE DERIVATIVES CONTAINING A PYRIDYL MOIETY

  摘要：

  Claisen condensation of ethyl isonicotinate with different acetophenones gave the corresponding pyridyl-beta-diketones, while the treatment with hydrazine hydrate yielded 3,5-disubstituted-1H-pyrazoles, which then converted 1,3,5-trisubstituted-pyrazole derivatives containing a pyridyl moiety by N-acylation with acyl chloride. The structures of all newly synthesized compounds are established by FTIR, H-1 NMR, mass spectroscopy and elemental analysis, and in the case of compound 2e, analyzed by single-crystal X-ray diffraction further. The anti-microbial activities of the title compounds have been tested by disc diffusion method against Escherichia coli, Staphylococcus aureus, Pyricularia oryzae and Rhizoctnia solani. The results showed that compounds 3c and 4c exhibited good inhibitory activity against all the tested organisms.

  DOI：

  10.4067/s0717-97072015000100018

文献信息

• 1,3-Diketones from Acid Chlorides and Ketones:  A Rapid and General One-Pot Synthesis of Pyrazoles
  作者：Stephen T. Heller、Swaminathan R. Natarajan

  DOI：10.1021/ol060570p

  日期：2006.6.1

  [reaction: see text] 1,3-Diketones were synthesized directly from ketones and acid chlorides and were then converted in situ into pyrazoles by the addition of hydrazine. This method is extremely fast, general, and chemoselective, allowing for the synthesis of previously inaccessible pyrazoles and synthetically demanding pyrazole-containing fused rings.

  [反应：见正文] 1,3-二酮直接由酮和酰氯合成，然后通过加入肼原位转化为吡唑。该方法非常快速，通用且具有化学选择性，可以合成以前无法获得的吡唑和需要合成的含吡唑的稠环。
• Organocatalytic transformation of 1,3-diketones into optically active cyclohexanones
  作者：Dorota Gryko

  DOI：10.1016/j.tetasy.2005.02.005

  日期：2005.4

  The domino Michael-aldol reaction of 1,3-diketones with MVK in the presence of L-proline furnished highly substituted cyclohexanones in a regio- and stereocontrolled manner. When the reaction was performed in NMP, high yields (up to 93%) and enantioselectivities up to 80% were observed. (c) 2005 Elsevier Ltd. All rights reserved.
• SYNTHESIS AND ANTI-MICROBIAL ACTIVITIES OF 1,3,5-TRISUBSTITUTED-PYRAZOLE DERIVATIVES CONTAINING A PYRIDYL MOIETY
  作者：DUN-JIA WANG、HUA LIU、YAN-FANG KANG、YAN-JUN HU、XIAN-HONG WEI

  DOI：10.4067/s0717-97072015000100018

  日期：——

  Claisen condensation of ethyl isonicotinate with different acetophenones gave the corresponding pyridyl-beta-diketones, while the treatment with hydrazine hydrate yielded 3,5-disubstituted-1H-pyrazoles, which then converted 1,3,5-trisubstituted-pyrazole derivatives containing a pyridyl moiety by N-acylation with acyl chloride. The structures of all newly synthesized compounds are established by FTIR, H-1 NMR, mass spectroscopy and elemental analysis, and in the case of compound 2e, analyzed by single-crystal X-ray diffraction further. The anti-microbial activities of the title compounds have been tested by disc diffusion method against Escherichia coli, Staphylococcus aureus, Pyricularia oryzae and Rhizoctnia solani. The results showed that compounds 3c and 4c exhibited good inhibitory activity against all the tested organisms.
• Mashraqui, Sabir H.; Hariharasubrahmanian, Harini; Ashraf, Mohamed, Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 2005, vol. 44, # 1, p. 115 - 120
  作者：Mashraqui, Sabir H.、Hariharasubrahmanian, Harini、Ashraf, Mohamed、Sangvikar, Yogesh

  DOI：——

  日期：——