N-Benzoyl-1,2-dihydropyridine | 91760-13-3

• 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: N-Benzoyl-1,2-dihydropyridine
• 英文别名: phenyl(2H-pyridin-1-yl)methanone
• CAS: 91760-13-3
• 化学式: C₁₂H₁₁NO
• 分子量: 185.225
• InChiKey: NEVVIZQTDIGISA-UHFFFAOYSA-N

物化性质

• 沸点：
  336.6±25.0 °C(Predicted)
• 密度：
  1.149±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  5--1,3-pentadiene 在 盐酸 、 sodium carbonate 作用下， 以 硝基甲烷 、 二氯甲烷 为溶剂， 反应 1.13h， 生成 N-Benzoyl-1,2-dihydropyridine
  参考文献：
  名称：

  A synthesis of N-acyl-1,2-dihydropyridines

  摘要：

  DOI：

  10.1021/jo00195a031

文献信息

• Hydride Transfer from Iron(II) Hydride Compounds to NAD(P)⁺ Analogues
  作者：Fanjun Zhang、Jiong Jia、Shuli Dong、Wenguang Wang、Chen-Ho Tung

  DOI：10.1021/acs.organomet.6b00179

  日期：2016.4.25

  Iron(II) hydride complexes of the "piano-stool" type, Cp*(P-P)FeH (P-P = dppe (1H) dppbz (2H), dppm (3H), dcpe (4H)) were examined as hydride donors in the reduction of N-benzylpyridinium and acridinium salts. Two pathways of hydride transfer, "single-step H-" transfer to pyridinium and a "two-step (e(-)/H-center dot)" transfer for acridinium reduction, were observed. When 1-benzylnicotinamide cation (BNA(+)) was used as an H- acceptor, kinetic studies suggested that BNA(+) was reduced at the C6 position, affording 1,6-BNAH, which can be converted to the more thermally stable 1,4-product. The rate constant k of H- transfer was very sensitive to the bite angle of P-Fe-P in Cp*(P-P)FeH and ranged from 3.23 X 10(-3) M-1 s(-1) for dppe to 1.74 X 10(-1) M-1 s(-1) for dppm. The results obtained from reduction of a range of N-benzylpyridinium derivatives suggest that H- transfer is more likely to be charge controlled. In the reduction of 10-methylacridinium ion (Acr(+)), the reaction was initiated by an e(-) transfer (ET) process and then followed by rapid disproportionation reactions to produce Acr(2) dimer and release of H-2. To achieve H-center dot transfer after ET from [Cp*(P-P)FeH](+) to acridine radicals, the bulkier acridinium salt 9-phenyl-10-methylacridinium (PhAcr(+)) was selected as an acceptor. More evidence for this "two-step (e(-)/H-center dot)" process was derived from the characterization of PhAcr(center dot) and [4H](+) radicals by EPR spectra and by the crystallographic structure confirmation of [4H](+). Our mechanistic understanding of fundamental H- transfer from iron(II) hydrides to NAD(+) analogues provides insight into establishing attractive bio-organometallic transformation cycles driven by iron catalysis.
• WYLE, M. J.;FOWLER, F. W., J. ORG. CHEM., 1984, 49, N 21, 4025-4029
  作者：WYLE, M. J.、FOWLER, F. W.

  DOI：——

  日期：——
• [EN] IMIDAZOLYL-SUBSTITUTED AZABENZOPHENONE COMPOUNDS<br/>[FR] COMPOSES D'AZABENZOPHENONE SUBSTITUES PAR IMIDAZOLYLE
  申请人：ALTANA PHARMA AG

  公开号：WO2007039578A1

  公开（公告）日：2007-04-12

  [EN] The compounds of formula (I) in which X, Y, R1 and R2 have the meanings as given in the description are novel effective inhibitors of the inducible nitric oxide synthase.
  [FR] Selon l'invention, les composés de formule (I), dans laquelle X, Y, R¹ and R² possèdent les significations données dans la description, constituent de nouveaux inhibiteurs efficaces de la synthase inductible de l'oxyde nitrique.