N-(2,6-difluoro-benzoyl) phosphoramidic dichloride | 1257067-73-4

• 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: N-(2,6-difluoro-benzoyl) phosphoramidic dichloride
• CAS: 1257067-73-4
• 化学式: C₇H₄Cl₂F₂NO₂P
• 分子量: 273.991
• InChiKey: AIKOSXXDYOEZKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.28
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.17
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-(2,6-difluoro-benzoyl) phosphoramidic dichloride 、 邻氯苯甲胺 以 氯仿 为溶剂， 反应 6.0h， 生成 N,N'-bis(2-chlorobenzyl)-N''-(2,6-difluorobenzoyl)phosphoric triamide
  参考文献：
  名称：

  Different cyclic motifs in phosphoric triamides containing a C(O)NHP(O)(NH)₂skeleton and anR₂²(10) graph set in three new compounds: a database analysis of hydrogen-bond strengths based on motifs

  摘要：

  In the crystal networks of N, N'bis(2-chlorobenzyl)-N ''-(2,6-ifluorobenzoyl) phosphoric triamide, C21H18Cl2F2N3O2P, (I), N-(2,6-difluorobenzoyl)-N',N ''-bis(4-methoxybenzyl) phosphoric triamide, C23H24F2N3O4P, (II), and N-(2-chloro-,2-difluoroacetyl)-N',N ''-bis(4-methylphenyl) phosphoric triamide, C16H17ClF2N3O2P, (III), C=O center dot center dot center dot H-N-C(O)NHP(O) and P=O center dot center dot center dot H-N-amide hydrogen bonds are responsible for the aggregation of the molecules. This is the opposite result from that commonly observed for carbacylamidophosphates, which show a tendency for the phosphoryl group, rather than the carbonyl counterpart, to form hydrogen bonds with the NH group of the C(O) NHP(O) skeleton. This hydrogen-bond pattern leads to cyclic R-2(2)(10) motifs in (I)-(III), different from those found for all previously reported compounds of the general formula RC(O) NHP(O)[(NRR2)-R-1](2) with the syn orientation of P O versus NH [R-2(2)(8)], and also from those commonly observed for RC(O) NHP(O)[NHR1](2) [a sequence of alternate R-2(2)(8) and R-2(2)(12) motifs]. In these cases, the R-2(2)(8) and R-2(2)(12) graph sets are formed through similar kinds of hydrogen bond, i.e. a pair of P=O center dot center dot center dot H-N-C(O)NHP(O) hydrogen bonds for the former and two C=O center dot center dot center dot H-Namide hydrogen bonds for the latter. This article also reviews 102 similar structures deposited in the Cambridge Structural Database and with the International Union of Crystallography, with the aim of comparing hydrogen-bond strengths in the above-mentioned cyclic motifs. This analysis shows that the strongest N-H center dot center dot center dot O hydrogen bonds exist in the R22 (8) rings of some molecules. The phosphoryl and carbonyl groups in each of compounds (I)-(III) are anti with respect to each other and the P atoms are in a tetrahedral coordination environment. In the crystal structures, adjacent molecules are linked via the above-mentioned hydrogen bonds in a linear arrangement, parallel to [010] for (I) and (III) and parallel to [100] for (II). Formation of the NC(O)NHP(O)-H center dot center dot center dot O=C instead of the NC(O) NHP(O)-H center dot center dot center dot O P hydrogen bond is reflected in the higher NC(O) NHP(O)-Hvibrational frequencies for these molecules compared with previously reported analogous compounds.

  DOI：

  10.1107/s0108270111019755
• 作为产物：
  描述：

  2,6-二氟苯甲酰胺 在 甲酸 、 五氯化磷 作用下， 以 四氯化碳 为溶剂， 反应 3.0h， 生成 N-(2,6-difluoro-benzoyl) phosphoramidic dichloride
  参考文献：
  名称：

  由单对映体磷酸三酰胺构建的手性一维氢键结构。

  摘要：

  两种单对映体磷酸三酰胺N-（2,6-二氟苯甲酰基）-N '，N ''-双[（S）-（-）-α-甲基苄基]磷酸三酰胺，[2,6-F 2 -C 6 H 3 C（O）NH] [（S）-（-）-（C 6 H 5）CH（CH 3）NH] 2 P（O），分别表示为L-1和N-（2,6-二氟苯甲酰基）-N '，N ''-双[（R）-（+）-α-甲基苄基]磷酸三酰胺，[2,6-F 2 -C 6 H 3 C（O）NH] [（R）-（+）-（C 6 H 5）CH（CH 3）NH] 2 P（O），用D-1表示，均研究了C 23 H 24 F 2 N 3 O 2 P. 在它们的结构中，沿着[100]形成了手性的一维氢键结构，它是由相对强的NH-O（P）和NH-O（C）氢键介导的。这两个组件都包含非中心对称图集基序R 2 2（10），R 2 1（6）和C 2 2（8），并且这些化合物在手性空间群P中结晶1.由于收集了120

  DOI：

  10.1107/s2053229618004734

文献信息

• Synthesis, characterization, oxidative degradation, antibacterial activity and acetylcholinesterase/butyrylcholinesterase inhibitory effects of some new phosphorus(V) hydrazides
  作者：Khodayar Gholivand、Zahra Hosseini、Sedigheh Farshadian、Hossein Naderi-Manesh

  DOI：10.1016/j.ejmech.2010.08.025

  日期：2010.11

  Some new phosphorus(V) hydrazides 1a–12a were synthesized and characterized by 1H, 13C, 31P NMR, IR spectroscopy and elemental analysis. Moreover, the interaction of Cu(M)2·nH2O with 1a, 3a and 7a gave 4,4′-bis(morpholine)diazene (1b). In fact, in these reactions, copper(II) ions acted as oxidizing agent. The results supported the proposed mechanism. The structures of compounds 1a, 1b and 1c were further

  合成了一些新的磷酰肼1a - 12a，并通过1 H，13 C，31 P NMR，IR光谱和元素分析对其进行了表征。此外，Cu（M）2 · n H 2 O与1a，3a和7a的相互作用产生了4,4'-双（吗啉）二氮烯（1b）。实际上，在这些反应中，铜（II）离子充当氧化剂。结果支持了拟议的机制。化合物1a，1b和1c的结构通过X射线晶体学进一步确定。化合物筛选了1a – 12a的抗菌活性。另外，使用Ellman方法测量了1a，3a，7a，11a和12a的乙酰胆碱酯酶和丁酰胆碱酯酶抑制活性。有趣的是，与AChE相比，这些化合物是更有效的BChE抑制剂。同样，使用Lineweaver–Burk图，表明这些化合物是混合抑制剂。
• Structural differences/similarities of diastereotopic groups in three new chiral phosphoramides
  作者：Negin Lal Zakaria、Mehrdad Pourayoubi、Mahsa Eghbali Toularoud、Michal Dušek、Eliska Skorepova

  DOI：10.1107/s2053229621002047

  日期：2021.4.1

  l]phosphoric triamide, C25H28F2N3O2P, (III). The asymmetric units contain two amidophosphoester molecules for (I) and (II), and one phosphoric triamide molecule for (III). In the crystal structures of (I) and (II), molecules are assembled in a similar one‐dimensional chiral ribbon architecture, but with almost a mirror‐image relationship with respect to each other through N—H…O(P) and C—H…O(P) hydrogen

  研究了两种具有（O）2 P（O）（N）骨架的单对映体酰胺磷酸酯和一种具有（N）2 P（O）（N）骨架的单对映体磷酸三酰胺的晶体结构。化合物为[ I]和[I]的磷酸二苯基[（R）-（+）-α--4-二甲基苄基酰胺基] [I]和[I]和二苯基[[ S ]-（-）-α-4-4-二甲基苄基酰胺基] [ P ] 21 H 22 NO 3 P和N-（2,6-二氟苯甲酰基）-N '，N ''-双[（R）-（+）-α-乙基苄基]磷酸三酰胺，C 25 H 28 F 2 N 3 Ø 2P，（III）。对于（I）和（II），不对称单元包含两个酰胺基磷酸酯分子，对于（III），不对称单元包含一个磷酸三酰胺分子。在（I）和（II）的晶体结构中，分子以相似的一维手性带状结构组装，但通过N-H…O（P）和C彼此之间几乎具有镜像关系沿[010]的-H…O（P）氢键。在（III）的晶体结构中，沿着[100]的手性带结构是由