2-cyanato-propiophenone | 154050-14-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-cyanato-propiophenone
• 英文别名: (2-Propanoylphenyl) cyanate；(2-propanoylphenyl) cyanate
• CAS: 154050-14-3
• 化学式: C₁₀H₉NO₂
• 分子量: 175.187
• InChiKey: WADDBLGYKYRSJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-cyanato-propiophenone 在 盐酸 作用下， 以 乙醚 为溶剂， 以45%的产率得到(Z)-4-ethylidene-3,4-dihydro-2H-benz<1.3>oxazin-2-one
  参考文献：
  名称：

  3,4-Dihydro-benz[1,3]oxazine Derivatives from 2-Acyl(or aroyl)-cyanatobenzenes

  摘要：

  3,4-Dihydro-2H-benz[1,3]oxazin-2-ones 3 are obtained from 2-acyl(or aroyl)-cyanatobenzenes 2 and anisole. The reaction proceeds under Friedel-Crafts conditions via DIMROTH rearrangement. Compounds 2, dissolved in diethyl ether, react with 1 in the presence of finely powdered KOH at ambient temperature leading to 8. The structure of 8b is confirmed by X-ray structure analysis. (Z) - 4 -Ethylidene - 3,4-dihydro-2H-benz [1,3] oxazin-2-one 9 is formed upon treatment of 2-cyanatopropiophenone 2b with diluted hydrochloric acid. The ethylene derivative 5 is obtained from 4 upon reaction with cyanogen bromide/triethyl amine.

  DOI：

  10.1002/prac.19933350608
• 作为产物：
  描述：

  溴化氰 、 2'-羟基苯丙酮 在 三乙胺 作用下， 以 乙醚 为溶剂， 生成 2-cyanato-propiophenone
  参考文献：
  名称：

  3,4-Dihydro-benz[1,3]oxazine Derivatives from 2-Acyl(or aroyl)-cyanatobenzenes

  摘要：

  3,4-Dihydro-2H-benz[1,3]oxazin-2-ones 3 are obtained from 2-acyl(or aroyl)-cyanatobenzenes 2 and anisole. The reaction proceeds under Friedel-Crafts conditions via DIMROTH rearrangement. Compounds 2, dissolved in diethyl ether, react with 1 in the presence of finely powdered KOH at ambient temperature leading to 8. The structure of 8b is confirmed by X-ray structure analysis. (Z) - 4 -Ethylidene - 3,4-dihydro-2H-benz [1,3] oxazin-2-one 9 is formed upon treatment of 2-cyanatopropiophenone 2b with diluted hydrochloric acid. The ethylene derivative 5 is obtained from 4 upon reaction with cyanogen bromide/triethyl amine.

  DOI：

  10.1002/prac.19933350608

文献信息

• 3,4-Dihydro-benz[1,3]oxazine Derivatives from 2-Acyl(or aroyl)-cyanatobenzenes
  作者：K. Buttke、M. Ramm、H.-J. Niclas

  DOI：10.1002/prac.19933350608

  日期：——

  3,4-Dihydro-2H-benz[1,3]oxazin-2-ones 3 are obtained from 2-acyl(or aroyl)-cyanatobenzenes 2 and anisole. The reaction proceeds under Friedel-Crafts conditions via DIMROTH rearrangement. Compounds 2, dissolved in diethyl ether, react with 1 in the presence of finely powdered KOH at ambient temperature leading to 8. The structure of 8b is confirmed by X-ray structure analysis. (Z) - 4 -Ethylidene - 3,4-dihydro-2H-benz [1,3] oxazin-2-one 9 is formed upon treatment of 2-cyanatopropiophenone 2b with diluted hydrochloric acid. The ethylene derivative 5 is obtained from 4 upon reaction with cyanogen bromide/triethyl amine.