phenylamidophosphoric dichloride | 6955-57-3

• 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: phenylamidophosphoric dichloride
• 英文别名: Phenylphosphoramidic dichloride；N-dichlorophosphorylaniline
• CAS: 6955-57-3
• 化学式: C₆H₆Cl₂NOP
• 分子量: 210.0
• InChiKey: QHCVPJWQCGJDFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  phenylamidophosphoric dichloride 生成 2,4-dichloro-1,3-diphenyl-cyclodiphosphazane-2,4-dioxide
  参考文献：
  名称：

  Michaelis, Justus Liebigs Annalen der Chemie, 1915, vol. 407, p. 295

  摘要：

  DOI：
• 作为产物：
  描述：

  aniline hydrochloride 在 三氯氧磷 作用下， 反应 5.0h， 以60%的产率得到phenylamidophosphoric dichloride
  参考文献：
  名称：

  Uryupin, A. B.; Kadyko, M. I.; Petrovskii, P. V., Russian Journal of General Chemistry, 1994, vol. 64, # 10.1, p. 1433 - 1437

  摘要：

  DOI：

文献信息

• Synthesis and structural study of some new phosphorus(<scp>v</scp>) hydrazide compounds: spectroscopic evidence and a theoretical approach
  作者：Khodayar Gholivand、Foroogh Molaei

  DOI：10.1039/c5nj00135h

  日期：——

  New phosphorus(V) hydrazide compounds containing the [–P(O)NHNHC(O)OR] fragment have been prepared by the reaction of mono- and di-chloro phosphoryl intermediates with methyl (R = CH3, 1–5) and tert-butyl (R = C(CH3)3, 6–9) carbazates, and characterized by IR and multinuclear NMR spectroscopy. Molecular structures of 1, 2, and 5 have been established by X-ray diffraction analysis to investigate the

  新磷（V）的含酰肼化合物[-P（O）NHNHC（O）OR]片段已经制备由单-和二氯磷酰基的中间体与甲基反应（R = CH 3，1-5）和叔丁基（R = C（CH 3）3，6-9）carbazates，并用IR和多核NMR谱。的分子结构1，2，和5通过X-射线衍射分析已经建立了X射线荧光光谱法，以研究本发明部分的相对取向，产生的氢键基序和稳定分子间的相互作用。Hirshfeld表面分析进一步研究了分子间接触对晶体堆积的影响。实验的依赖性δ 31 P和2 Ĵ PNH使用自然键轨道（NBO）分析已经探究了磷取代基的碳原子数。同样，从理论上研究了在合成的化合物中保持磷原子周围的四面体几何形状并且不重新排列成三角形的双锥体金字塔的原因（与螺磷ora烷相比）。总体而言，NBO结果揭示了上述实验证据中电子离域和s含量在杂交中的影响作用。
• Metal-Free Synthesis of <i>N</i>-Aryl-Substituted Azacycles from Cyclic Ethers Using POCl₃
  作者：Minh Thanh La、Soosung Kang、Hee-Kwon Kim

  DOI：10.1021/acs.joc.9b00377

  日期：2019.6.7

  A facile method for the synthesis of N-aryl-substituted azacycles from arylamines and cyclic ethers has been developed. In this study, arylamines were treated with cyclic ethers in the presence of POCl3 and DBU to provide five- and six-membered azacycles. Using this method, various azacycloalkanes, isoindolines, and tetrahydroisoquinolines were prepared in high yields. This synthetic method offers

  已经开发了一种从芳基胺和环醚合成N-芳基取代的氮杂环化合物的简便方法。在这项研究中，芳基胺在POCl 3和DBU的存在下用环醚处理，以提供五元和六元氮杂环。使用这种方法，可以高收率制备各种氮杂环烷烃，异吲哚啉和四氢异喹啉。这种合成方法为由环醚生产氮杂环化合物提供了一种有效的方法。
• Studies of organophosphorochloridates. Part I. Synthesis of N-substituted phosphoramidic chlorides and acids
  作者：R. J. W. Cremlyn、B. B. Dewhurst、D. H. Wakeford

  DOI：10.1039/j39710000300

  日期：——

  Novel N-substituted phosphoramidic chlorides and acids have been prepared and their i.r. spectra are discussed. Pyrophosphoryl chloride has been used for the phosphorylation of amines. Treatment of NN′-diphenylphosphorodiamidic chloride with silver oxide gives NN′N″N‴-tetraphenylpyrophosphoramide, and not NN′-diphenylphosphenimidic amide as previously suggested. Some reactions of NN′-diarylphosphorodiamidic

  制备了新型的N-取代的磷酰氨基氯化物和酸，并讨论了它们的红外光谱。焦磷酰氯已用于胺的磷酸化。的治疗NN '-diphenylphosphorodiamidic氯化物与氧化银给NN ' ñ “ Ñ '''-tetraphenylpyrophosphoramide，而不是NN '-diphenylphosphenimidic酰胺如先前建议。一些反应NN “-diarylphosphorodiamidic氯化物进行了研究。
• Database analysis of hydrogen bond patterns in phosphoric triamides completed with seven new compounds: a crystallographic and¹⁵N NMR study
  作者：Mehrdad Pourayoubi、Maryam Toghraee、Jianfeng Zhu、Michal Dušek、Pablo J. Bereciartua、Václav Eigner

  DOI：10.1039/c4ce01793e

  日期：——

  We present the synthesis and characterization of seven new phosphoric triamides followed by analysis of hydrogen bond patterns of the new compounds as well as the phosphoric triamides found in the Cambridge Structural Database (CSD). The analysis of hydrogen bond patterns updates the previous work (Toghraee, Pourayoubi and Divjakovic in Polyhedron, 2011, 30, 1680) on phosphoric triamides with a C(O)NHP(O)[N]2 skeleton, and extends the analysis to other phosphoric triamides i.e. ones without a CO attached to the N of N–PO. For the new phosphoric triamides we also investigated their spectroscopic features (31P, 1H, 13C, and 15N NMR, mass spectroscopy, IR spectroscopy), measured the 1J(15N,31P) coupling constants and discussed the effective parameters.

  我们介绍了七种新的磷酸三酰胺的合成和表征，随后分析了新化合物以及剑桥结构数据库（CSD）中发现的磷酸三酰胺的氢键模式。对氢键模式的分析更新了之前关于具有 C(O)NHP(O)[N]2 骨架的磷酸三酰胺的研究成果（Toghraee、Pourayoubi 和 Divjakovic，发表于《多面体》（Polyhedron），2011 年，30 期，1680 页），并将分析扩展到其他磷酸三酰胺，即 N-PO 的 N 端没有连接 CO 的磷酸三酰胺。对于新的磷酸三酰胺，我们还研究了它们的光谱特征（31P、1H、13C 和 15N NMR、质谱、红外光谱），测量了 1J(15N,31P) 耦合常数，并讨论了有效参数。
• Development of Fluorophosphoramidate as a Biocompatibly Transformable Functional Group and its Application as a Phosphate Prodrug for Nucleoside Analogs
  作者：Yuki Yoshida、Ti Zheng、Wataru Tanabe、Fumiaki Tomoike、Fumitaka Hashiya、Tetsuro Suzuki、Shuto Hirota、Yuriko Saiki、Akira Horii、Akiyoshi Hirayama、Tomoyosi Soga、Yasuaki Kimura、Hiroshi Abe

  DOI：10.1002/cmdc.202200188

  日期：2022.9.5

  A new type of biocompatible phosphate analog, the fluorophosphoramidate (FPA) functional group, was developed. With the appropriate molecular design, the FPA group can be converted into the corresponding phosphate group in cells and is thus applicable as a phosphate prodrug for nucleoside analogs. One of the several FPA-gemcitabine prodrugs showed effectively high toxicity toward pancreatic cancer

  开发了一种新型的生物相容性磷酸盐类似物，即氟磷酰胺 (FPA) 官能团。通过适当的分子设计，FPA 基团可以在细胞中转化为相应的磷酸基团，因此可用作核苷类似物的磷酸盐前药。几种 FPA-吉西他滨前药中的一种对胰腺癌细胞显示出有效的高毒性，证明了基于 FPA 的前药的有效性。

表征谱图