2-(3-nitrophenyl)-4,5-dihydrooxazole | 88186-35-0

• 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: 2-(3-nitrophenyl)-4,5-dihydrooxazole
• 英文别名: 4,5-dihydro-2-(3-nitrophenyl)oxazole；2-(3-nitrophenyl)oxazoline；2-(m-Nitrophenyl)oxazoline；2-(3-nitro-phenyl)-4,5-dihydro-oxazole；2-(3-Nitro-phenyl)-4,5-dihydro-oxazol；2-(3-Nitrophenyl)-4,5-dihydro-1,3-oxazole
• CAS: 88186-35-0
• 化学式: C₉H₈N₂O₃
• 分子量: 192.174
• InChiKey: UPROEAXAABMGNJ-UHFFFAOYSA-N

物化性质

• 熔点：
  118-119 °C
• 沸点：
  342.2±25.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  67.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(3-nitrophenyl)-4,5-dihydrooxazole 在 nickel(IV) oxide 作用下， 以 苯 为溶剂， 反应 10.0h， 以53%的产率得到2-(3-硝基苯基)恶唑
  参考文献：
  名称：

  2-苯基恶唑的合成及一些亲电取代反应

  摘要：

  DOI：

  10.1007/bf00506954
• 作为产物：
  描述：

  4,5-二氢-2-苯基恶唑 生成 2-(3-nitrophenyl)-4,5-dihydrooxazole
  参考文献：
  名称：

  Aminophenyl-2-oxazolines as Local Anesthetics

  摘要：

  DOI：

  10.1021/ja01290a042

文献信息

• A facile synthesis of 2-oxazolines using a PPh3–DDQ system
  作者：Quancai Xu、Zhengning Li

  DOI：10.1016/j.tetlet.2009.09.127

  日期：2009.12

  A facile and efficient synthesis of 2-oxazolines from N-(2-hydroxyethyl)amides using a triphenylphosphine–2,3-dichloro-5,6-dicyanobenzoquinone (PPh3–DQQ) system is described. The reaction proceeds under neutral and mild conditions, and excellent yields are obtained.

  描述了使用三苯基膦-2,3-二氯-5,6-二氰基苯并醌（PPh 3 -DQQ）系统从N-（2-羟乙基）酰胺轻松高效地合成2-恶唑啉的方法。反应在中性和温和的条件下进行，并获得优异的产率。
• A Convenient Synthesis of 2-Oxazolines and 2-Benoxazoles with PPh3-DDQ as the Dehydrating Reagent
  作者：Quancai Xu、Zhengning Li、Huiying Chen

  DOI：10.1002/cjoc.201190190

  日期：2011.5

  2‐benoxazoles were synthesized in high yields from acylamino alcohols and acylamino‐ phenols, respectively, with triphenylphosphine‐2,3‐dichloro‐5,6‐dicyanobenzoquinone (PPh3‐DDQ) as the dehydrating and activating reagent. The synthesis was accomplished under neutral conditions.

  用三苯基膦-2,3-二氯-5,6-二氰基苯并醌（PPh 3 -DDQ）作为脱水和活化试剂分别从酰基氨基醇和酰基氨基苯酚分别以高收率合成了2-恶唑啉和2-苯并恶唑。该合成在中性条件下完成。
• Poly(N-bromo-N-ethyl-benzene-1,3-disulfonamide), N,N,N′,N′-tetrabromobenzene-1,3-disulfonamide as new efficient reagents for conversion of alcohols to THP ethers and aldehydes to oxazoline compounds
  作者：R. Ghorbani-Vaghei、S. Akbari-Dadamahaleh、M. Amiri

  DOI：10.1007/bf03246014

  日期：2010.6

  paper is concerned with an easy preparation of THP ethers from primary, secondary and tertiary alcohols and oxazoline compounds from various aldehydes using poly(N-bromo-N-ethyl-benzene-1,3-disulfonamide), N,N,N′,N′-tetrabromobenzene-1,3-disulfonamide [TBBDA] as new and efficient reagents under ambient conditions without over-oxidation.

  本文涉及使用聚（N-溴-N-乙基-苯-1,3-二磺酰胺），N，N，N'轻松地从伯醇，仲醇和叔醇制备THP醚和由各种醛类制备恶唑啉化合物的方法，N'-四溴苯-1,3-二磺酰胺[TBBDA]是在环境条件下没有过度氧化的新型高效试剂。
• An efficient one-pot synthesis of 2-oxazolines with molecular iodine under ultrasound irradiation
  作者：Nan Xiao、Sen Hao Wang、Ai Ying Zhang、Hong Yang Li、Peng Wang、Wei Li、Bao Hua Chen、Guo Feng Chen、Na Li

  DOI：10.1007/s11164-015-1961-1

  日期：2015.12

  A series of 2-oxazolines were prepared by the condensation of aldehydes with 2-aminoethanol in the presence of molecular iodine and potassium carbonate in t-BuOH at 35–40 °C under ultrasound irradiation. The easy work-up procedure and moderate to good yields are the advantages of this methodology.

  一系列2-噁唑啉是通过在超声照射下，使用分子碘和碳酸钾在t-BuOH中于35-40°C下将醛与2-氨基乙醇缩合反应制备的。这种方法的优点是简单的后处理程序和中等到良好的产率。
• Direct oxidative conversion of aldehydes and alcohols to 2-imidazolines and 2-oxazolines using molecular iodine
  作者：Midori Ishihara、Hideo Togo

  DOI：10.1016/j.tet.2006.11.077

  日期：2007.2

  Aldehydes were converted to the corresponding 2-imidazolines and 2-oxazolines in good yields by the reaction with ethylenediamine and aminoethanol, respectively, using molecular iodine and potassium carbonate. Moreover, primary alcohols were directly converted to the corresponding 2-imidazolines and 2-oxazolines via aldehydes in one-pot manner with ethylenediamine and aminoethanol, respectively, using molecular iodine and potassium carbonate. (c) 2006 Published by Elsevier Ltd.