(2-bromo-5-nitrophenyl)(methyl)sulfane | 1003709-83-8

• 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-bromo-5-nitrophenyl)(methyl)sulfane
• 英文别名: 2-Bromo-5-Nitrothioanisole；1-bromo-2-methylsulfanyl-4-nitrobenzene
• CAS: 1003709-83-8
• 化学式: C₇H₆BrNO₂S
• 分子量: 248.1
• InChiKey: RXRSHKRPNRPAPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-bromo-5-nitrophenyl)(methyl)sulfane 在 铁粉 、 氯化铵 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 以53%的产率得到4-bromo-3-(methylthio)aniline
  参考文献：
  名称：

  Route scouting and optimization of a potent sulfoximine-based inverse agonist of RORγt

  摘要：

  During our research looking for novel inverse agonists of ROR gamma t, we identified a potent sulfoximine-based modulator as one of our pre-clinical candidates for the topical treatment for psoriasis. Herein, we describe the various routes we evaluated during the lead generation and optimization phases and the final route chosen for scale-up to deliver the first 100 g of API. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2018.08.043
• 作为产物：
  描述：

  2-溴-5-硝基苯胺 在 盐酸 、 sodium tetrahydroborate 、 sodium hydroxide 、 sodium nitrite 作用下， 以 甲醇 、 水 为溶剂， 反应 3.0h， 生成 (2-bromo-5-nitrophenyl)(methyl)sulfane
  参考文献：
  名称：

  Route scouting and optimization of a potent sulfoximine-based inverse agonist of RORγt

  摘要：

  During our research looking for novel inverse agonists of ROR gamma t, we identified a potent sulfoximine-based modulator as one of our pre-clinical candidates for the topical treatment for psoriasis. Herein, we describe the various routes we evaluated during the lead generation and optimization phases and the final route chosen for scale-up to deliver the first 100 g of API. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2018.08.043

文献信息

• The Reaction of Diaryl Disulfides with the Cyanide Ion
  作者：Kazuhiko Tanaka、Jun-ichi Hayami、Aritsune Kaji

  DOI：10.1246/bcsj.45.536

  日期：1972.2

  The reaction of symmetrical disulfides with the cyanide ion in various solvents has been investigated. The reaction modes may be summarized as follows: (1) Dialkyl disulfides and diaryl disulfides with electron-with-drawing substituents react with the cyanide ion in DMSO or DMF to give the corresponding monosulfides. (2) Diaryl disulfides with electron-donating substituents react with DMSO to yield

  研究了对称二硫化物与氰化物离子在各种溶剂中的反应。反应方式可概括如下： (1) 带有吸电子取代基的二烷基二硫化物和二芳基二硫化物在DMSO或DMF中与氰根离子反应生成相应的单硫化物。(2) 带有给电子取代基的二芳基二硫化物与 DMSO 反应生成芳基甲基硫化物。(3) 二芳基二硫化物被氰化物离子裂解成硫醇阴离子和芳基硫氰酸盐，然后与醇反应得到烷基芳基硫化物。
• Route scouting and optimization of a potent sulfoximine-based inverse agonist of RORγt
  作者：Guillaume Lafitte、Veronique Parnet、Romain Pierre、Catherine Raffin、Rodolphe Vatinel、Branislav Musicki、Loic Tomas、Claire Bouix-Peter、Gilles Ouvry、Sebastien Daver、Jean-Marie Arlabosse、Jean-Guy Boiteau、Thibaud Gerfaud、Craig S. Harris

  DOI：10.1016/j.tet.2018.08.043

  日期：2018.10

  During our research looking for novel inverse agonists of ROR gamma t, we identified a potent sulfoximine-based modulator as one of our pre-clinical candidates for the topical treatment for psoriasis. Herein, we describe the various routes we evaluated during the lead generation and optimization phases and the final route chosen for scale-up to deliver the first 100 g of API. (C) 2018 Elsevier Ltd. All rights reserved.