7-Chlor-1-ethyl-4(1H)-chinolon | 16600-26-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 7-Chlor-1-ethyl-4(1H)-chinolon
• 英文别名: 7-Chloro-1-ethylquinolin-4-one
• CAS: 16600-26-3
• 化学式: C₁₁H₁₀ClNO
• 分子量: 207.659
• InChiKey: VSDCGJOUBXUUGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-Chlor-1-ethyl-4(1H)-chinolon 、 对甲苯二硫醚 在 dipotassium peroxodisulfate 、 碘 作用下， 以 乙腈 为溶剂， 以76%的产率得到7-chloro-1-ethyl-3-(p-tolylthio)quinolin-4(1H)-one
  参考文献：
  名称：

  Iodine/persulfate-promoted site-selective direct thiolation of quinolones and uracils

  摘要：

  A simple and general method for direct thiolation of 4-quinolones with disulfides or thiols under I-2/K2S2O8 system has been developed. Under the optimal conditions, the C-S bond coupling can take place effectively with good to decent yields and excellent regioselectivity of the S-linked products. The established metal-free site-selective approach was also applicable to transform a range of uracil substrates to the thio-substituted products under mild conditions. Further transformation to the sulfone derivatives can be conveniently performed in one-pot. These easy-to-handle protocols represent a useful and interesting synthetic alternative with good substrate scope and functional group compatibility. (C) 2019 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2019.130537
• 作为产物：
  描述：

  7-氯-4-羟基喹啉 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成 7-Chlor-1-ethyl-4(1H)-chinolon
  参考文献：
  名称：

  Iodine/persulfate-promoted site-selective direct thiolation of quinolones and uracils

  摘要：

  A simple and general method for direct thiolation of 4-quinolones with disulfides or thiols under I-2/K2S2O8 system has been developed. Under the optimal conditions, the C-S bond coupling can take place effectively with good to decent yields and excellent regioselectivity of the S-linked products. The established metal-free site-selective approach was also applicable to transform a range of uracil substrates to the thio-substituted products under mild conditions. Further transformation to the sulfone derivatives can be conveniently performed in one-pot. These easy-to-handle protocols represent a useful and interesting synthetic alternative with good substrate scope and functional group compatibility. (C) 2019 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2019.130537

文献信息

• A new organosilylpolyphosphoric reagent, its preparation and application to the process of synthesis of 3-carboxyquinolones or azaquinolones and their salts
  申请人：CENTRO MARGA PARA LA INVESTIGACION S.A.

  公开号：EP0376870A1

  公开（公告）日：1990-07-04

  A process for the preparation of new organosilylpoly­phosphates from the reaction of phosphorus pentoxide with a siloxane or alkyloxysilane to obtain, in solution, reagents the composition of which is [P₂O₅]N[SILANE], where 1 < N < 10 where N is a function of temperatu­re, reaction time and solvent, being applied to the modulation of cyclization reaction of N-susbtituted aminomethylenemalonates leading to quinolones or azaqui­nolones. The N-substituted aminomethylenemalonates are prepared by the reaction of anilines with dialkyl trimethylsilyloxy­methylene-malonates.

  一种制备新的有机硅聚磷酸酯的方法，通过磷五氧化物与硅氧烷或烷氧基硅烷的反应得到溶液中的试剂，其组成为[P₂O₅]N[SILANE]，其中1 < N < 10，N是温度、反应时间和溶剂的函数，用于调节N-取代氨基亚甲基丙二酸酯的环化反应，形成喹啉酮或氮代喹啉酮。N-取代氨基亚甲基丙二酸酯是通过苯胺与二烷基三甲基硅氧基亚甲基丙二酸酯的反应制备的。
• Iodine/persulfate-promoted site-selective direct thiolation of quinolones and uracils
  作者：Danupat Beukeaw、Medena Noikham、Sirilata Yotphan

  DOI：10.1016/j.tet.2019.130537

  日期：2019.9

  A simple and general method for direct thiolation of 4-quinolones with disulfides or thiols under I-2/K2S2O8 system has been developed. Under the optimal conditions, the C-S bond coupling can take place effectively with good to decent yields and excellent regioselectivity of the S-linked products. The established metal-free site-selective approach was also applicable to transform a range of uracil substrates to the thio-substituted products under mild conditions. Further transformation to the sulfone derivatives can be conveniently performed in one-pot. These easy-to-handle protocols represent a useful and interesting synthetic alternative with good substrate scope and functional group compatibility. (C) 2019 Elsevier Ltd. All rights reserved.