N,N'-双(3-吡啶)脲 | 39642-60-9

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: N,N'-双(3-吡啶)脲
• 中文别名: N,N'-二吡啶-3-基脲
• 英文名称: 1,3-dipyridin-3-ylurea
• 英文别名: N,N'-bis(3-pyridyl)urea；1,3-bis(3-pyridyl)urea；1,3-Di(pyridin-3-yl)urea
• CAS: 39642-60-9
• 化学式: C₁₁H₁₀N₄O
• mdl: MFCD00043891
• 分子量: 214.227
• InChiKey: CJYIFBGXLCPMDQ-UHFFFAOYSA-N

物化性质

• 熔点：
  217-219 °C(Solv: water (7732-18-5); ethanol (64-17-5))
• 沸点：
  299.3±15.0 °C(Predicted)
• 密度：
  1.370±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 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：
  66.9
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  N,N'-双(3-吡啶)脲 生成 N,N'-di-(2-nitro-pyridin-3-yl)-urea
  参考文献：
  名称：

  摘要：

  DOI：
• 作为产物：
  描述：

  3-异氰酸吡啶 在 水 作用下， 以 甲苯 为溶剂， 以100%的产率得到N,N'-双(3-吡啶)脲
  参考文献：
  名称：

  Photolysis and Thermolysis of Pyridyl Carbonyl Azide Monolayers on Single-Crystal Platinum

  摘要：

  AbstractThe photochemical and thermal reactivity of a number of acyl azide‐substituted pyridine compounds, namely nicotinyl azide, isonicotinyl azide, picolinyl azide and dinicotinyl azide with investigated as saturated monolayers on a single‐crystal Pt(111) surface in an ultrahigh vacuum chamber. Multilayers of the substrates exhibited a maximum rate of desorption at 270 K, above which, stable saturated monolayers formed as characterized by reflection‐absorption infrared spectroscopy by observation of C=O and N3 bands at 1700 cm−1, and 2100 and 1300 cm−1 respectively. The monolayers were stable up to 400 K. Photolysis of the monolayer (or heating above 400 K) results in the formation of the respective isocyanate intermediate after loss of nitrogen as evidenced by the appearance of a new infrared band at 2260 cm−1 with concomitant loss of the azide bands. The resulting isocyanate saturated monolayer is stable in absence of nucleophiles, but can be quenched with appropriate nucleophiles.

  DOI：

  10.1111/php.12086

文献信息

• Cholesterol appended pyridinium ureas: a case of gel making and breaking for selective visual readout of F−
  作者：Kumaresh Ghosh、Debasis Kar

  DOI：10.1039/c2ob26631h

  日期：——

  Cholesterol appended pyridinium ureas 1 and 2 have been designed and synthesized. The unsymmetrical urea-based chemosensor 1 fluorimetrically distinguishes F− from the other anions examined in both CH3CN and DMSO with appreciable binding constant values. The pyridinium – based symmetrical compound 2 acts as a low molecular weight gelator (LMWG) in CHCl3 and is capable of detecting F− visually by breaking the gel. On the contrary, the chemosensor 1 in DMSO in the presence of tetrabutylammonium fluoride undergoes a change from sol to gel state that produces an unambiguous visual readout of F−.

  设计和合成了胆固醇缀合的吡啶鎓脲1和2。基于不对称脲的化学传感器1能通过荧光差异性区分F⁻与在CH₃CN和DMSO中的其他所检测阴离子，且结合常数值良好。基于吡啶鎓的对称化合物2在CHCl₃中作为一种低分子量凝胶剂(LMWG)，并能通过破坏凝胶实现对F⁻的视觉检测。相反，在DMSO中含四丁基氟化铵时，化学传感器1经历从溶解态到凝胶态的变化，从而产生F⁻的确切视觉指示。
• Rhodium-Catalyzed Synthesis of Unsymmetric Di(heteroaryl)ureas Involving an Equilibrium Shift
  作者：Mieko Arisawa、Taro Mizuno、Kanako Nozawa-Kumada、Kaori Itto-Nakama、Miyu Furuta、Saori Tanii

  DOI：10.1021/acs.orglett.1c03485

  日期：2021.12.17

  Unsymmetric di(heteroaryl)ureas such as HetAr1-NHCONH-HetAr2 are efficiently synthesized from two symmetric ureas, HetAr1-NHCONH-HetAr1 and HetAr2-NHCONH-HetAr2, by rhodium-catalyzed exchange reactions. The equilibrium in some of the reactions can be shifted to the formation of unsymmetric ureas by the aggregation of the dimers formed by inter- and intramolecular hydrogen bonding.

  不对称二(杂芳基)脲如HetAr 1 -NHCONH-HetAr 2由两种对称脲HetAr 1 -NHCONH-HetAr 1和HetAr 2 -NHCONH-HetAr 2通过铑催化交换反应有效合成。一些反应中的平衡可以通过分子间和分子内氢键形成的二聚体的聚集转移到不对称脲的形成。
• Concise and Additive‐Free Click Reactions between Amines and CF₃SO₃CF₃
  作者：Hai‐Xia Song、Zhou‐Zhou Han、Cheng‐Pan Zhang

  DOI：10.1002/chem.201901865

  日期：2019.8.14

  The reactions are rapid, efficient, selective, and versatile, and can be performed in benign solvents, giving products in excellent yields with minimal efforts for purification. The characteristics of the reactions meet the requirements of a click reaction. The use of trifluoromethyl trifluoromethanesulfonate as a click reagent is advantageous over other "CO" sources (e.g., TsOCF3 , PhCO2 CF3 , CsOCF3

  已证明三氟甲基三氟甲磺酸盐是二氟光气的极佳储存库，并且在无金属和无添加剂条件下制备尿素衍生物，杂环和氨基甲酰氟时，很有希望实现胺的点击连接。该反应快速，高效，选择性和通用，并且可以在良性溶剂中进行，从而以极少的纯化工作即可获得高收率的产物。反应的特征满足点击反应的要求。与其他“ CO”源（例如TsO ，PhCO2 CF3，CsO ，AgO 和三光气）相比，使用三氟甲基三氟甲磺酸盐作为点击试剂是有利的。易于扩展；甚至在无金属和无添加剂的条件下也具有高反应活性。
• Synthesis, Surface Activity and Aggregation Behavior of Novel Gemini Pyridinium Amphiphiles
  作者：Junsheng Hao、Pan Wang、Yongbin Zhang、Yue Zhang

  DOI：10.1007/s11743-016-1850-7

  日期：2016.9

  A series of novel pyridinium cationic gemini amphiphiles, 3,3′‐(carbonyldiimino)bis (1‐n‐alkylpyridinium) dibromides, having octyl, decyl, dodecyl, tetradecyl alkyl chains were synthesized. The surface properties and aggregation behavior in aqueous solution were evaluated by surface tension, dynamic light scattering (DLS), and transmission electron microscopy (TEM) measurement. The adsorption at the

  一系列新颖的吡啶鎓阳离子双子构两亲物3,3'-（羰基二亚氨基）bis（1- n合成了具有辛基，癸基，十二烷基，十四烷基烷基链的（烷基吡啶）二溴化物。通过表面张力，动态光散射（DLS）和透射电子显微镜（TEM）测量来评估水溶液的表面性质和聚集行为。使用Frumkin模型定量描述了所有化合物在空气/溶液界面的吸附，并分析了烷基链长对表面活性和聚集行为的影响。发现所有双子座的两亲物都具有表面活性和低的临界胶束浓度（CMC）值。log CMC的值线性依赖于烷基链的碳原子数，但CMC处的表面张力（γCMC）显示具有十二烷基链的化合物的最小值。DLS和TEM观察的结合表明在水溶液中存在大小分布较宽的囊泡。同时，在CMC下方形成的囊泡可能是观察到的表面张力曲线偏离Frumkin模型的可能原因。
• 一种吡啶脲双季铵盐及其制备方法和应用
  申请人：山西大学

  公开号：CN105503711B

  公开（公告）日：2017-10-17

  本发明涉及一种吡啶脲双季铵盐及其制备方法和应用。所述的吡啶脲双季铵盐的制备方法是：以3‑氨基吡啶为起始原料，与三光气反应得到1,3‑二(3‑吡啶基)脲，再与溴代烷烃在无溶剂条件下反应制得吡啶脲双季铵盐。该方法采用无溶剂法制备吡啶脲双季铵盐，绿色环保，而且产率较高。本发明提供的吡啶脲双季铵盐能作为植物生长调节剂促进植物细胞分裂，而且解决了传统苯脲类植物生长调节剂水溶性差的问题。