N¹-(2-cyclopropylphenyl)-N²-(2-ethylphenyl)thiourea | 625818-93-1

• 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: N¹-(2-cyclopropylphenyl)-N²-(2-ethylphenyl)thiourea
• 英文别名: N-(2-cyclopropylphenyl)-N-(2-ethylphenyl)thiourea；1-(2-Cyclopropylphenyl)-3-(2-ethylphenyl)thiourea
• CAS: 625818-93-1
• 化学式: C₁₈H₂₀N₂S
• 分子量: 296.436
• InChiKey: PIYBABBUERDTLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  56.2
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N¹-(2-cyclopropylphenyl)-N²-(2-ethylphenyl)thiourea 在 硫酸 作用下， 反应 1.0h， 以81%的产率得到2-(2-ethylphenylimino)-4-ethyl-4H-3,1-benzothiazine
  参考文献：
  名称：

  Synthesis of 2-amino-4H-3,1-benzoxazines and 2-amino-4H-3,1-benzothiazines by the rearrangement of o-cyclopropylphenylureas and o-cyclopropylphenylthioureas

  摘要：

  Syntheses are reported for 2-cyclopropylphenylureas and 2-cyclopropylphenylthioureas and the behavior of these compounds was studied under conditions for the acid-catalyzed opening of the cyclopropyl ring. Upon the action of concentrated sulfuric acid or trifluoroacetic acid, these ureas and thioureas can undergo rearrangement to the corresponding 3,1-benzoxazines and 3,1-benzothiazines.

  DOI：

  10.1007/s10593-008-0006-8
• 作为产物：
  描述：

  2-环丙基-苯胺 、 2-乙基异硫氰酸苯酯 以 苯 为溶剂， 反应 3.0h， 以91%的产率得到N¹-(2-cyclopropylphenyl)-N²-(2-ethylphenyl)thiourea
  参考文献：
  名称：

  Synthesis of 2-amino-4H-3,1-benzoxazines and 2-amino-4H-3,1-benzothiazines by the rearrangement of o-cyclopropylphenylureas and o-cyclopropylphenylthioureas

  摘要：

  Syntheses are reported for 2-cyclopropylphenylureas and 2-cyclopropylphenylthioureas and the behavior of these compounds was studied under conditions for the acid-catalyzed opening of the cyclopropyl ring. Upon the action of concentrated sulfuric acid or trifluoroacetic acid, these ureas and thioureas can undergo rearrangement to the corresponding 3,1-benzoxazines and 3,1-benzothiazines.

  DOI：

  10.1007/s10593-008-0006-8

文献信息

• 2-Amino-4H-3,1-benzothiazines from Arylcyclopropanes: Crystal Structure of the Product of N1-(2-Cyclopropylphenyl)-N2-(2-ethylphenyl)thiourea Rearrangement
  作者：A. N. Fedotov、E. V. Trofimova、V. A. Sidorov、K. A. Potekhin、V. A. Romanov、S. S. Mochalov、N. S. Zefirov

  DOI：10.1007/s10631-005-0076-4

  日期：2005.11
• Synthesis of 2-amino-4H-3,1-benzoxazines and 2-amino-4H-3,1-benzothiazines by the rearrangement of o-cyclopropylphenylureas and o-cyclopropylphenylthioureas
  作者：A. N. Fedotov、E. V. Trofimova、V. A. Romanov、S. S. Mochalov、Yu. S. Shabarov、N. S. Zefirov

  DOI：10.1007/s10593-008-0006-8

  日期：2008.1

  Syntheses are reported for 2-cyclopropylphenylureas and 2-cyclopropylphenylthioureas and the behavior of these compounds was studied under conditions for the acid-catalyzed opening of the cyclopropyl ring. Upon the action of concentrated sulfuric acid or trifluoroacetic acid, these ureas and thioureas can undergo rearrangement to the corresponding 3,1-benzoxazines and 3,1-benzothiazines.