2,2,4,4-Tetrachloro-7-methyl-1,3,5,7,11-pentaaza-2λ⁵,4λ⁵,6λ⁵-triphospha-spiro[5.5]undeca-1(6),2,4-triene | 141100-39-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环化合物
• 英文名称: 2,2,4,4-Tetrachloro-7-methyl-1,3,5,7,11-pentaaza-2λ⁵,4λ⁵,6λ⁵-triphospha-spiro[5.5]undeca-1(6),2,4-triene
• 英文别名: 2,2,4,4-Tetrachloro-11-methyl-1,3,5,7,11-pentaza-2lambda5,4lambda5,6lambda5-triphosphaspiro[5.5]undeca-1(6),2,4-triene；2,2,4,4-tetrachloro-11-methyl-1,3,5,7,11-pentaza-2λ5,4λ5,6λ5-triphosphaspiro[5.5]undeca-1(6),2,4-triene
• CAS: 141100-39-2
• 化学式: C₄H₁₀Cl₄N₅P₃
• 分子量: 362.89
• InChiKey: BSUPQUWVBYNTKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  52.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,2,4,4-Tetrachloro-7-methyl-1,3,5,7,11-pentaaza-2λ⁵,4λ⁵,6λ⁵-triphospha-spiro[5.5]undeca-1(6),2,4-triene 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以29%的产率得到
  参考文献：
  名称：

  带有P–NH基团的环三磷苯环的去质子反应产生的桥连环磷腈†

  摘要：

  环三磷腈侧链中含有P–NHR基团的衍生物在强碱的存在下反应，形成稳定的分子间桥连产物。的反应氢化钠带有P-NH基，N 3 P 3 Cl 4 [O（CH 2）3 NH]，（1a）或N 3 P 3 Cl 4 [CH 3 N（CH 2）3 NH]的单螺环磷腈衍生物，（1b）导致形成与八元环磷腈环桥联的双环磷腈（ansa）（2a，2b），而氢化钠具有单氨基环磷腈衍生物[N 3 P 3 Cl 5（NHR），R =正己基，3a；i -Pr，3b ; Ph，3c ]给出双螺旋环与四元环磷腈环以螺环排列方式桥接（4a–c）。在后面的反应中，由于水解反应与溶剂四氢呋喃中的水分有关，还获得了P-O-P桥接化合物（5a-c）。另外，发现环三磷腈与单螺化合物（1a）或（1b）在存在下氢化钠导致形成不对称桥联环磷腈（6a–b）的第一个实例。

  DOI：

  10.1039/c1dt10073d
• 作为产物：
  描述：

  3-甲氨基丙胺 在 六氯环三磷腈 作用下， 以 四氢呋喃 为溶剂， 生成 2,2,4,4-Tetrachloro-7-methyl-1,3,5,7,11-pentaaza-2λ⁵,4λ⁵,6λ⁵-triphospha-spiro[5.5]undeca-1(6),2,4-triene
  参考文献：
  名称：

  噻唑取代双螺单环和单螺环三磷腈：设计，合成和生物活性。

  摘要：

  摘要由于其多功能性，杂环几乎存在于所有天然或合成的有机/无机化合物中，因此它们通常与生物活性有关。在杂环中，环三磷腈和噻唑占据主要位置。在目前的工作中，噻唑取代的环三磷腈被设计，合成和表征。环三磷腈（N3P3Cl6，1）与精胺在氯仿中的反应生成二螺单单胺化合物（2）和与N-甲基-1,3-丙二胺在THF中的反应生成单螺单化合物（3）。（2）和（3），然后分别用过量的5-羟基-2-甲基苯并噻唑（噻唑，4）在THF中进一步官能化，分别得到二取代的噻唑环三磷腈（5，DTC）和四取代的噻唑环三磷腈（6，TTC）。通过元素分析，FT-IR，MALDI-TOF MS，1H和31P NMR光谱对两种新的噻唑取代的环三磷腈（5，6）进行了全面表征。还通过X射线晶体学测定了DTC的分子结构。在非小细胞肺癌（NSCLC）细胞中评估了DTC的抗癌潜力，这表明癌细胞的存活率下降和死亡浓度呈浓度依赖性。

  DOI：

  10.1016/j.ica.2019.119158

文献信息

• Competitive formation of cis and trans derivatives in the nucleophilic substitution reactions of cyclophosphazenes having a mono-spiro P–NHR group
  作者：Serap Beşli、Simon J. Coles、David B. Davies、Adem Kılıç、Elif Okutan、Robert A. Shaw、Esra Tanrıverdi Eçik、Gönül Yenilmez Çiftçi

  DOI：10.1039/c1dt10176e

  日期：——

  derivative of compound 2. For each reaction the relative proportions of cis and trans isomers were determined by 31P NMR measurements of the reaction mixtures. It was found that the reactions of compound 1 with all three alcohols and of compound 2 with methanol lead to exclusive formation of isomers with the substituent cis to the NH moiety, whereas all other reactions lead to mixtures of cis and trans

  N 3 P 3 Cl 4 [NH（CH 2）3 NMe]（1）和N 3 P 3 Cl 4 [NH（CH 2）3 O]（2）与单官能醇的亲核取代反应（甲醇， 2,2,2-三氟乙醇， 苯酚）和仲胺（吡咯烷）被用于研究进入的亲核试剂与具有取代基的产品的比例之间的关系，所述取代基是顺式或反式的螺环NH部分。通过元素分析，质谱，1 H和31 P NMR光谱对反应产物进行表征，并通过X射线晶体学对其进行构型异构体的表征。六种产品的特征是该醇的螺NH基团具有顺式取代基（甲醇， 苯酚）和化合物1和2的吡咯烷衍生物，与仅一个具有取代基的反式为螺环NH基团的衍生物相比，则为化合物2的吡咯烷衍生物。对于每个反应，通过反应混合物的31 P NMR测量确定顺式和反式异构体的相对比例。结果发现，化合物的反应中1与所有三个醇和化合物2与甲醇导致在NH部分带有顺式取代基的异构体排他性形成，而所有其他反应在标准反应条件下导
• Rections of Hexachlorocyclotriphosphazene with N-Methyl-1,3-diaminopropane: Isolation of Spirocyclic and not Intermolecular Bridge Products.
  作者：Vadapalli Chandrasekhar、Madaligar Gopala Krishnarao Muralidhara、Narredi Sivasanakara Reddy

  DOI：10.3987/com-91-s38

  日期：——

  The reactions of hexachlorocyclotriphosphazene with N-methyl-1,3-diaminopropane are discussed. The structures of the products have been established by spectroscopic methods. The products are formed exclusively via a spirocyclic pathway.
• The investigation of stereogenic properties of cyclotriphosphazene derivatives with two different chiral centres
  作者：Şule Şahin Ün、Aylin Uslu、Serkan Yeşilot、İlker Ün、Bünyemin Çoşut、Fatma Yuksel、Adem Kılıç

  DOI：10.1016/j.poly.2011.03.028

  日期：2011.5

  Hexachlorocyclotriphosphazene N3P3Cl6 and gem-disubstituted cyclotriphosphazene derivatives N3P3Cl4X2 (X = Ph, PhS, PhNH) were reacted with N-methyl-1,3-propanediamine and 3-amino-1-propanol to give compounds (9a-12a, 9b-12b) which exist as cis and trans geometric isomers and are two different racemic isomers, respectively to describe the stereogenic properties of a series of chiral cyclotriphosphazene compounds with two different centres of chirality. The geometric isomers were separated by column chromatography on silica gel and analysed by elemental analysis, mass spectrometry, and P-31 and H-1 NMR spectroscopies, and also the geometric forms (cis or trans) of 9b, 10a, 11a, 11b and 12a have been determined by the X-ray crystallography. The enantiomers of all racemic compounds have been analysed by the changes in P-31 NMR spectra on addition of a Chiral Solvating Agent (CSA), (R)-(+)-2,2,2-trifluoro-1-(9'-anthryl)ethanol. On the other hand, the racemic forms of chiral cyclotriphosphazene derivatives have been confirmed by contribution of chiral HPLC methods which have been developed for this study. (C) 2011 Elsevier Ltd. All rights reserved.
• The Reactions of N3P3Cl4[NH(CH2)3NMe] with Difunctional Fluoro Alcohols
  作者：Gönül Yenilmez Çiftçi、Esra Tanrıverdi、Adem Kılıç、Serpil Harbeck

  DOI：10.3987/com-09-11718

  日期：——

  The reactions of N3P3Cl4[NH(CH2)(3)NMe] (1) in one stoichiometry (1:1) with the sodium derivatives of the fluorinated diols 2,2,3,3-tetrafluorobutane-1,4-diol (2) and 2,2,3,3,4,4-hexafluoropentane-1,5-diol (3) in THF solution at room temperature yielded the following five products, whose structures (4-8) have been characterized by elemental analysis, mass spectrometry, FT-IR, H-1 and P-31 NMR spectroscopy: the mono-spiro compound, N3P3Cl2[NH(CH2)(3)NMe](OCH2CF2CF2CH2O) (4), a di-spiro derivative N3P3[NH(CH2)(3)NMe](OCH2CF2CF2CH2O)2 (6) and the mono-spiro compound, N3P3Cl2[NH(CH2)(3)NMe](OCH2CF2CF2CF2CH2O) (5), its ansa isomer (8), a di-spiro derivative N3P3[NH(CH2)(3)NMe](OCH2CF2CF2CF2CH2O)(2) (7). Besides, the thermal properties of the compounds (1, 4-8) were investigated by thermal analysis, namely by DSC and TGA.