di(4-fluorophenyl)carbodiimide | 351-74-6

• 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: di(4-fluorophenyl)carbodiimide
• CAS: 351-74-6
• 化学式: C₁₃H₈F₂N₂
• 分子量: 230.217
• InChiKey: NHOXNHJKWRJYCO-UHFFFAOYSA-N

物化性质

• 熔点：
  36 °C
• 沸点：
  345.0±27.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  di(4-fluorophenyl)carbodiimide 在 1,10-菲罗啉 、 三氟甲磺酸 、 potassium tert-butylate 、 sodium hydride 、 copper(l) chloride 作用下， 以 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 0.08h， 生成 2-fluoro-6-(4-fluorophenyl)-6H-indolo[2,3-b]quinolin-11-amine
  参考文献：
  名称：

  铜在室温下催化乙烯酮缩醛的分子内N-芳基化：2-氨基-3-氰基吲哚的合成

  摘要：

  在室温下首次通过铜催化乙烯酮缩醛的分子内N-芳基化反应合成了各种2-氨基-3-氰基吲哚，其收率在0.1-2 h内达到60-99％。还研究了不对称乙烯酮缩醛的可控区域选择性N-芳基化。此外，从非环和非杂环的前体合成11-氨基吲哚并[2,3- b ]喹啉的新的双异环的方法被证明。

  DOI：

  10.1021/acs.joc.8b00816
• 作为产物：
  描述：

  4-氟苯胺 在 二硫化碳 、 乙醇 、 lead(II) oxide 、 sulfur 、 丙酮 作用下， 生成 di(4-fluorophenyl)carbodiimide
  参考文献：
  名称：

  Huenig et al., Justus Liebigs Annalen der Chemie, 1953, vol. 579, p. 87,88,89

  摘要：

  DOI：

文献信息

• ACID-RESISTANT BASE AND/OR RADICAL GENERATOR, AND CURABLE RESIN COMPOSITION CONTAINING SAID BASE AND/OR RADICAL GENERATOR
  申请人：WAKO PURE CHEMICAL INDUSTRIES, LTD.

  公开号：US20190002403A1

  公开（公告）日：2019-01-03

  The present invention relates to a compound represented by the general formula (A), a base- and/or radical-generating agent comprising the compound, and so on. In the formula, four pieces of R 1 each independently represents a hydrogen atom or a fluorine atom; four pieces of R 2 each independently represent a fluorine atom or a trifluoromethyl group; R 3 , R 6 , R 7 and R 10 each independently represent a hydrogen atom or an alkyl group having 1 to 12 carbon atoms; R 4 and R 5 each independently represent a hydrogen atom or an alkyl group having 1 to 12 carbon atoms, or R 4 and R 5 are bonded to each other to represent an alkylene group having 2 to 4 carbon atoms; and R 8 and R 9 each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, or an aryl group having 6 to 14 carbon atoms and optionally having a substituent selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an alkylthio group having 1 to 6 carbon atoms, a dialkylamino group having 2 to 12 carbon atoms, a halogen atom, and a nitro group, or R 8 and R 9 are bonded to each other to represent an alkylene group having 2 to 4 carbon atoms; provided that two or three of the eight groups R 3 to R 10 are each a hydrogen atom, and, in a case where two of the eight groups are each a hydrogen atom, then three to six of the remaining groups are each an alkyl group having 1 to 12 carbon atoms, and, in a case where three of the eight groups are each a hydrogen atom, then four or five of the remaining groups are each an alkyl group having 1 to 12 carbon atoms.

  本发明涉及一种由通式（A）表示的化合物，包括该化合物的生成碱基和/或基团产生剂等。在该式中，四个R1分别独立表示氢原子或氟原子；四个R2分别独立表示氟原子或三氟甲基基团；R3、R6、R7和R10分别独立表示氢原子或具有1至12个碳原子的烷基基团；R4和R5分别独立表示氢原子或具有1至12个碳原子的烷基基团，或者R4和R5相互连接表示具有2至4个碳原子的亚烷基基团；R8和R9分别独立表示氢原子、具有1至12个碳原子的烷基基团或具有6至14个碳原子且可选地具有选自包括具有1至6个碳原子的烷基基团、具有1至6个碳原子的烷氧基团、具有1至6个碳原子的烷硫基团、具有2至12个碳原子的二烷基氨基团、卤素原子和硝基基团的取代基的芳基团，或者R8和R9相互连接表示具有2至4个碳原子的亚烷基基团；前提是八个基团R3至R10中的两个或三个分别是氢原子，并且在其中两个基团分别是氢原子的情况下，其余基团中的三到六个分别是具有1至12个碳原子的烷基基团，而在其中三个基团分别是氢原子的情况下，其余基团中的四个或五个分别是具有1至12个碳原子的烷基基团。
• Pushing Back the Limits of Hydrosilylation: Unprecedented Catalytic Reduction of Organic Ureas to Formamidines
  作者：Jacky Pouessel、Olivier Jacquet、Thibault Cantat

  DOI：10.1002/cctc.201300653

  日期：2013.12

  Pushing back the limits: A novel catalytic transformation has been designed to prepare formamidine derivatives by reduction of substituted ureas with hydrosilanes. Simple iron catalysts based on commercially available iron salts and phosphine ligands prove to be highly active in promoting this new hydrosilylation reaction.

  突破极限：已设计出一种新颖的催化转化方法，可通过用氢硅烷还原取代的尿素来制备甲am衍生物。事实证明，基于市售铁盐和膦配体的简单铁催化剂在促进这种新的氢化硅烷化反应中具有很高的活性。
• 1-(Isoquinolin-1-yl)urea Library Generation via Three-Component Reaction of 2-Alkynylbenzaldoxime, Carbodiimide, with Electrophile
  作者：Shengqing Ye、Huanhuan Wang、Jie Wu

  DOI：10.1021/co100026y

  日期：2011.3.14

  A novel and highly efficient three-component reaction of 2-alkynylbenzaldoxime, carbodiimide, with electrophile (bromine or iodine monochloride) is disclosed, which generates 1-(4-haloisoquinolin-1-yl)ureas in good yields under mild conditions. Subsequent palladium-catalyzed Suzuki−Miyaura coupling reaction is introduced, leading to the diverse 1-(isoquinolin-1-yl)ureas.

  公开了2-炔基苯甲肟，碳二亚胺与亲电试剂（溴或一氯化碘）的新颖且高效的三组分反应，其在温和条件下以高收率产生1-（4-卤代异喹啉-1-基）脲。随后引入了钯催化的Suzuki-Miyaura偶联反应，从而产生了多种1-（异喹啉-1-基）脲。
• Nickel‐Catalyzed Decarboxylative Cyclization of Isatoic Anhydrides with Carbodiimides: Synthesis of 2,3‐Dihydroquinazolin‐4(1 <i>H</i> )‐ones
  作者：Zhen Zhang、Ziqiang Qin、Wenxu Chang、Jiazhu Li、Ruoqian Fan、Xing Wu、Rongrong Guo、Xiangqi Xie、Lanxin Zhou

  DOI：10.1002/adsc.202000047

  日期：2020.7.29

  isatoic anhydrides with carbodiimides was developed. This protocol realized the direct introduction of carbodiimides into heterocyclic compounds under an in situ generated Ni(0) complex. Synthetically, this methodology provides a simplified and secure new approach for the preparation of 2‐imino‐2,3‐dihydroquinazolin‐4(1H )‐ones. The control experiments and DFT theoretical calculations indicated that

  在这项研究中，开发了使用碳二亚胺的镍催化的isatoic酸酐的脱羧环化反应。该协议实现了在原位生成的Ni（0）络合物下将碳二亚胺直接引入杂环化合物中。综合而言，该方法为制备2-亚氨基-2,3-二氢喹唑啉-4（1 H）-酮提供了一种简化且安全的新方法。控制实验和DFT理论计算表明，Ni（0）催化的过程对整个转化至关重要。
• Triflates-Triggered Intermolecular Cyclization of Carbodiimides Leading to 2-Aminoquinazolinone and 2,4-Diaminoquinazoline Derivatives
  作者：Xiaowei Zhang、Sheng Wang、Yu Liu、Chanjuan Xi

  DOI：10.1021/acs.orglett.8b00314

  日期：2018.4.20

  A triflate-triggered intermolecular cyclization of carbodiimides to provide 2-amino-4-imino-quinazolines, which could be easily transformed to 2-aminoquinazolinones and 2,4-diaminoquinazolines in high yield, has been reported. A variety of functional groups are tolerated in the 2-amino-4-iminoquinazoline scaffolds.

  已经报道了三氟甲磺酸触发的碳二亚胺的分子间环化以提供2-氨基-4-亚氨基喹唑啉，其可以容易地以高收率转化为2-氨基喹唑啉酮和2，4-二氨基喹唑啉。2-氨基-4-亚氨基喹唑啉支架中可以耐受多种官能团。