5-benzoyl-4-phenyl-1H-pyrimidine-2(H)-one | 127143-65-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-benzoyl-4-phenyl-1H-pyrimidine-2(H)-one
• 英文别名: 5-benzoyl-4-phenyl-pyrimidine-2(1H)-one；5-benzoyl-4-phenyl-1H-pyrimidine-2-one；5-benzoyl-6-phenyl-1H-pyrimidin-2-one
• CAS: 127143-65-1
• 化学式: C₁₇H₁₂N₂O₂
• 分子量: 276.294
• InChiKey: YGNQROFGMVGQSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-benzoyl-4-phenyl-1H-pyrimidine-2(H)-one 在 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以75%的产率得到5-benzoyl-4-phenyl-2-chloropyrimidine
  参考文献：
  名称：

  Structure of 5-benzoyl-4-phenyl-2-chloropyrimidine studied by X-ray diffraction, DFT calculations, NMR and FT-IR spectra

  摘要：

  In this work, 5-benzoyl-4-phenyl-2-chloropyrimidine (5B4P2CP) (C17H11ClN2O), was characterized by X-ray single crystal diffraction technique (XRD), IR-NMR spectroscopy and quantum chemical computational methods as both experimental and theoretically. The compound crystallizes in the orthorhombic space group P bca with Z = 8. The molecular geometry was also optimized using density functional theory (DFT/B3LYP) method with the 6-311G(d,p) and 6-311++G(d,p) basis sets in ground state and compared with the experimental data. The computed vibrational frequencies are used to determine the types of molecular motions associated with each of the experimental bands observed. From the optimized geometry of the molecule, vibrational frequencies, gauge-independent atomic orbital (GIAO) H-1 and C-13 NMR chemical shift values calculated for two basis sets. Also, molecular electrostatic potential (MEP) distribution, non-linear optical properties, frontier molecular orbitals (FMOs) and thermodynamic properties of the title compound were performed at B3LYP/6-311++G(d,p) level. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.07.010
• 作为产物：
  描述：

  1-氨基-5-苯甲酰基-4-苯基嘧啶-2-酮 在 盐酸 、 sodium nitrite 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 以87%的产率得到5-benzoyl-4-phenyl-1H-pyrimidine-2(H)-one
  参考文献：
  名称：

  Reactions of cyclic oxalyl compounds, Part 30: Some reactions with N-amino-pyrimidine derivatives

  摘要：

  DOI：

  10.1007/bf00809772

文献信息

• A novel convenient synthesis of 5-acyl-1,2-dihydropyrimidin-2-ones via 4-trichloromethyl-1,2,3,4-tetrahydropyrimidin-2-ones
  作者：Anastasia A. Fesenko、Pavel A. Solovyev、Anatoly D. Shutalev

  DOI：10.1016/j.tet.2009.11.099

  日期：2010.1

  A novel four-step methodology for the synthesis of 5-acyl-1,2-dihydropyrimidin-2-ones has been developed. The reaction of readily available N-[(1-acetoxy-2,2,2-trichloro)ethyl]ureas with Na-enolates of 1,3-diketones or beta-oxoesters followed by heterocyclization-dehydration of the oxoalkylureas formed gave 5-acyl-4-trichloromethyl-1,2,3,4-tetrahydtopyrimidin-2-ones. The latter, in the presence of NaH, eliminate CHCl3 to give the target compounds. (C) 2009 Elsevier Ltd. All rights reserved.
• Microwave-Assisted Studies on the Reactions of the 4-Benzoyl-5-Phenyl-2,3-Dihydro-2,3-Furandione and Derivatives
  作者：Esvet Akbas、Ahmet Sener

  DOI：10.2174/157017810790796381

  日期：2010.3.1

  Varieties of heterocyclic compounds were prepared in good yield from 4-benzoyl-5-phenyl-2,3-dihydro-2,3-furandione under microwave irradiation conditions. The reaction revealed much shorter reaction times with comparable yields comparison to the corresponding thermal conditions.
• Reactions of cyclic oxalyl compounds, part 29: A simple synthesis of functionalized 1H-pyrimidines
  作者：Behzat Altural、Yunus Akcamur、Emin Saripinar、Ismail Yildirim、Gert Kollenz

  DOI：10.1007/bf00808773

  日期：1989.11
• ALTURAL, BEHZAT;AKCAMUR, YUNUS;SARIPINAR, EMIN;YILDIRIM, ISMAIL;KOLLENZ, +, MONATSH. CHEM., 120,(1989) N1, C. 1015-1020
  作者：ALTURAL, BEHZAT、AKCAMUR, YUNUS、SARIPINAR, EMIN、YILDIRIM, ISMAIL、KOLLENZ, +

  DOI：——

  日期：——
• ALTURAL, BEHZAT;KOLLENZ, GERT, MONATSH. CHEM., 121,(1990) N-9, C. 677-682
  作者：ALTURAL, BEHZAT、KOLLENZ, GERT

  DOI：——

  日期：——