N-(3-fluorophenyl)thiocarbamic acid O-(1-methylethyl)ester | 178999-35-4

• 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-(3-fluorophenyl)thiocarbamic acid O-(1-methylethyl)ester
• 英文别名: O-propan-2-yl N-(3-fluorophenyl)carbamothioate
• CAS: 178999-35-4
• 化学式: C₁₀H₁₂FNOS
• 分子量: 213.276
• InChiKey: SODBZQZWGUHWTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  53.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(3-fluorophenyl)thiocarbamic acid O-(1-methylethyl)ester 在 硫酸 、 叔丁基锂 作用下， 反应 48.0h， 生成 2(3H)-benzothiazolone-7-carboxaldehyde
  参考文献：
  名称：

  Novel Synthesis of Benzothiazole Derivatives via Directed Lithiation and Aryne-Mediated Cyclization Followed by Quenching with Electrophiles

  摘要：

  A series of benzothiazole derivatives selectively functionalized at position 7 was synthesized in the course of the following one-pot reaction sequence: directed lithiation of 2,2-dimethyl-N-(3-halophenyl)propanethioamides (1, 2) or N-(3-halophenyl)-tert-butylthionocarbamates (15-17), cyclization of the aryne intermediate, and quenching of the resulting aryllithium with selected electrophiles.

  DOI：

  10.1021/jo960203z
• 作为产物：
  描述：

  异硫氰酸(3-氟苯)酯 、 异丙醇 在 三乙胺 作用下， 反应 12.0h， 以71%的产率得到N-(3-fluorophenyl)thiocarbamic acid O-(1-methylethyl)ester
  参考文献：
  名称：

  Novel Synthesis of Benzothiazole Derivatives via Directed Lithiation and Aryne-Mediated Cyclization Followed by Quenching with Electrophiles

  摘要：

  A series of benzothiazole derivatives selectively functionalized at position 7 was synthesized in the course of the following one-pot reaction sequence: directed lithiation of 2,2-dimethyl-N-(3-halophenyl)propanethioamides (1, 2) or N-(3-halophenyl)-tert-butylthionocarbamates (15-17), cyclization of the aryne intermediate, and quenching of the resulting aryllithium with selected electrophiles.

  DOI：

  10.1021/jo960203z

文献信息

• Novel Synthesis of Benzothiazole Derivatives <i>via</i> Directed Lithiation and Aryne-Mediated Cyclization Followed by Quenching with Electrophiles
  作者：Peter Stanetty、Barbara Krumpak

  DOI：10.1021/jo960203z

  日期：1996.1.1

  A series of benzothiazole derivatives selectively functionalized at position 7 was synthesized in the course of the following one-pot reaction sequence: directed lithiation of 2,2-dimethyl-N-(3-halophenyl)propanethioamides (1, 2) or N-(3-halophenyl)-tert-butylthionocarbamates (15-17), cyclization of the aryne intermediate, and quenching of the resulting aryllithium with selected electrophiles.