2-iodo-N-octylaniline | 1039865-72-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-iodo-N-octylaniline
• CAS: 1039865-72-9
• 化学式: C₁₄H₂₂IN
• mdl: MFCD11198143
• 分子量: 331.24
• InChiKey: FPKGMMQITZUQSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.48
• 重原子数：
  16.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  12.03
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  对甲基苯磺酰甲基异腈 、 2-iodo-N-octylaniline 在 potassium sulfide 、 四甲基乙二胺 、 copper(l) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以87%的产率得到3-octylbenzo[d]thiazole-2(3H)-thione
  参考文献：
  名称：

  Copper-Catalyzed Three-Component Synthesis of Benzothiazolethiones from o-Iodoanilines, Isocyanide, and Potassium Sulfide

  摘要：

  An efficient copper catalyzed strategy for the synthesis of a variety of benzothiazolethione derivatives has been developed. In the presence of CuCl, the three-component reaction of o-iodoanilines and K2S with p-toluenesulfonylmethyl isocyanide proceeded smoothly to obtain the corresponding benzothiazolethiones in good to excellent isolated yields. Notably, isocyanide functioned as a carbon source and K2S functioned as a sulfur source in this reaction.

  DOI：

  10.1021/ol503186w
• 作为产物：
  描述：

  辛胺 、 1,2-二碘苯 在 palladium diacetate 、 双(2-二苯基磷苯基)醚 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 2-iodo-N-octylaniline
  参考文献：
  名称：

  Copper-Catalyzed Three-Component Synthesis of Benzothiazolethiones from o-Iodoanilines, Isocyanide, and Potassium Sulfide

  摘要：

  An efficient copper catalyzed strategy for the synthesis of a variety of benzothiazolethione derivatives has been developed. In the presence of CuCl, the three-component reaction of o-iodoanilines and K2S with p-toluenesulfonylmethyl isocyanide proceeded smoothly to obtain the corresponding benzothiazolethiones in good to excellent isolated yields. Notably, isocyanide functioned as a carbon source and K2S functioned as a sulfur source in this reaction.

  DOI：

  10.1021/ol503186w

文献信息

• A catalyst-free and additive-free method for the synthesis of benzothiazolethiones from <i>o</i>-iodoanilines, DMSO and potassium sulfide
  作者：Xiaoming Zhu、Wenguang Li、Xiai Luo、Guobo Deng、Yun Liang、Jianbing Liu

  DOI：10.1039/c8gc00477c

  日期：——

  Under catalyst-free and additive-free conditions, a novel, convenient, environment-friendly method for the synthesis of benzothiazolethiones from o-iodoanilines, K₂S and DMSO has been developed.

  在无催化剂和添加剂的条件下，已开发了一种新颖、方便、环保的方法，用于从o-碘苯胺、K₂S和DMSO合成苯并噻唑硫醚。
• Copper catalyzed three-component synthesis of benzothiazolones from o-iodoanilines, DMF, and potassium sulfide
  作者：Yuan Yang、Xiaoyun Zhang、Weilan Zeng、Hui Huang、Yun Liang

  DOI：10.1039/c3ra46803h

  日期：——

  A copper catalyzed three-component reaction was developed for the synthesis of benzothiazolones. In the presence of CuBr2, the reaction of o-iodoanilines and K2S with DMF proceeded smoothly and generated the corresponding benzothiazolones with good isolated yields. DMF functioned both as the carbon monoxide source and as the reaction medium in this reaction.

  开发了一种铜催化的三组分反应，用于合成苯并噻唑酮。在CuBr2的存在下，o-碘苯胺和K2S与DMF的反应顺利进行，生成了相应的苯并噻唑酮，收率良好。DMF在该反应中既作为一氧化碳源，又作为反应介质。