2-Hydroxy-5-methyl-ω-nitroacetophenon | 60795-13-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Hydroxy-5-methyl-ω-nitroacetophenon
• 英文别名: 1-(2-Hydroxy-5-methylphenyl)-2-nitroethanone
• CAS: 60795-13-3
• 化学式: C₉H₉NO₄
• 分子量: 195.175
• InChiKey: PMZSMPJKBKIJDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Hydroxy-5-methyl-ω-nitroacetophenon 在 吡啶 、 乙酸铵 、 溴 作用下， 以 溶剂黄146 为溶剂， 反应 1.17h， 生成 6-Methyl-3-nitro-2-phenyl-chromen-4-one
  参考文献：
  名称：

  A One-Step Synthesis of 3-Nitroflavanones and their Conversion to 3-Nitroflavones

  摘要：

  DOI：

  10.1055/s-1981-29402

文献信息

• A concise synthetic strategy to functionalized chromenones via [5+1] heteroannulation and facile C–N/C–S/C–O bond formation with various nucleophiles
  作者：Mahesh M. Savant、Neetha S. Gowda、Akshay M. Pansuriya、Chirag V. Bhuva、Naval Kapuriya、Sridhar M. Anandalwar、Shashidhara J. Prasad、Anamik Shah、Yogesh T. Naliapara

  DOI：10.1016/j.tetlet.2010.11.020

  日期：2011.1

  A highly efficient strategy to 2,3-substituted chromen-4H-ones has been developed. The methodology involves unexpected intramolecular heteroannulation of readily accessible substituted 2-hydroxy-omega-nitroacetophenone with carbon disulfide in the presence K2CO3 followed by methylation with methyl iodide. These chromenones were further reacted with various nucleophiles such as amines, thiols, and alkoxide resulting in the facile C-N, C-S, and C-O bond formation. The scope and generality have been discussed. (C) 2010 Elsevier Ltd. All rights reserved.
• Paparao, Chebrolu; Sundaramurthy, V., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 212 - 214
  作者：Paparao, Chebrolu、Sundaramurthy, V.

  DOI：——

  日期：——
• PAPARAO CHEBROLU; SUNDARAMURTHY V., INDIAN. J. CHEM., 25,(1986) N 2, 212-214
  作者：PAPARAO CHEBROLU、 SUNDARAMURTHY V.

  DOI：——

  日期：——