1,1-(phenylmethylene)bis(3-methylurea) | 40848-83-7

• 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: 1,1-(phenylmethylene)bis(3-methylurea)
• 英文别名: N',N'''-dimethyl-N,N''-benzylidene-di-urea；N',N'''-Dimethyl-N,N''-benzyliden-di-harnstoff；Benzal-bis-methylharnstoff；benzalbis(N'-methylurea)；1-methyl-3-[(methylcarbamoylamino)-phenylmethyl]urea
• CAS: 40848-83-7
• 化学式: C₁₁H₁₆N₄O₂
• 分子量: 236.274
• InChiKey: PNKYBESZDXIXLZ-UHFFFAOYSA-N

物化性质

• 熔点：
  198-200 °C
• 沸点：
  563.0±50.0 °C(Predicted)
• 密度：
  1.169±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  82.3
• 氢给体数：
  4
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1-(phenylmethylene)bis(3-methylurea) 生成 3-methyl-2,4-dioxo-6-phenyl-1,3,5-triazinane
  参考文献：
  名称：

  Schiff, Justus Liebigs Annalen der Chemie, 1896, vol. 291, p. 369

  摘要：

  DOI：
• 作为产物：
  描述：

  N-Methyl-N-(α-chlorobenzyl)carbamoylchlorid 在 氨 作用下， 以 苯 为溶剂， 生成 1,1-(phenylmethylene)bis(3-methylurea)
  参考文献：
  名称：

  Formation and Reactions of (1-Chloroalkyl)carbamoyl Chlorides. Synthesis of 1,2,4-Triazolidine-5-ones

  摘要：

  N-(α-氯苄基)羰酰氯和(α-氯苄基)甲基氨基甲酰氯分别由光气与N-苄亚胺和N-苄亚甲胺反应形成。描述了这些羰酰氯与许多亲核试剂的反应，其中一些导致苄基与氮之间的断裂，而另一些产生取代产物而不发生这种断裂。在后一种类型中，取代的肼反应以实现环闭合到1,2,4-三唑烷-5-酮。该方法作为这些新的杂环系统的便捷合成。

  DOI：

  10.1139/v73-048

文献信息

• <i>N</i>,<i>N</i>′-(Phenylmethylene)diacetamide Analogues as Economical and Efficient Ligands in Copper-Catalyzed Arylation of Aromatic Nitrogen-Containing Heterocycles
  作者：Yuan-Jiang Pan、Jie-Ping Wan、Yun-Feng Chai、Jian-Mei Wu

  DOI：10.1055/s-0028-1087350

  日期：2008.12

  N,N′-(Phenylmethylene)diacetamide analogues which were simply prepared from the condensation reaction of an aldehyde with an amide or urea were found to be efficient ligands in copper-catalyzed coupling reaction of aryl halides with various azole nucleophiles. The newly developed ligand showed broad application scope in this conversion. Compounds including imidazoles, benzoimidazoles, pyrrole, indole, and benzotriazole were successfully arylated with diversified aromatic halides to give corresponding products in moderate to excellent yields.

  N,N′-(苯亚甲基)二乙酰胺类似物是通过醛与酰胺或尿素的缩合反应简单制备而成的，发现其在铜催化的芳基卤化物与各种杂环核苷酸的偶联反应中是有效的配体。新开发的配体在该转化过程中显示了广泛的应用范围。包括咪唑、苯并咪唑、呋喃、吲哚和苯并三唑等化合物成功地与多样化的芳香卤化物发生芳基化反应，得到相应的产物，产率中等到优秀。
• Solution casting method and polymer film
  申请人：Sugiura Masaru

  公开号：US20050077648A1

  公开（公告）日：2005-04-14

  A solvent in which dichloromethane is mixed with alcohol as a poor solvent is used for preparing a dope. Alcohol is supplied to the dope in a inline pipe to mix with a static mixer, such as a casting dope in which a composition of alcohol is increased. The temperature of the rotary drum is adjusted to −7° C. The casting dope is fed from a casting die to the rotary drum so as to form a casting film whose thickness is 40 μm. Since the content of alcohol is high and a storage modulus of the cooled casting film is at least 150 thousands Pa, the peeling defect does not occur, and the stretch is reduced as far as possible. A gel-like film is dried by a tenter type drying device, and stretched such that the stretch ratio is at most 110%. The produced film is thin and excellent in a surface condition and optical isotropy.

  二氯甲烷与作为劣质溶剂的酒精混合的溶剂用于制备涂料。酒精通过内联管道供应到涂料中，与静态混合器混合，如增加酒精成分的铸造涂料。将浇注料从浇注模具送入旋转滚筒，以形成厚度为 40 μm 的浇注膜。由于酒精含量高，冷却后的浇注膜的储存模量至少为 15 万帕，因此不会出现剥离缺陷，拉伸也尽可能减小。凝胶状薄膜由拉幅机干燥，拉伸率不超过 110%。生产出的薄膜很薄，表面状态和光学各向同性都很好。
• A new diastereoselective multicomponent, one-pot strategy for the synthesis of 3-substituted isoindolinones via efficient C–C bond formation
  作者：Jie-Ping Wan、Jing Zhou、Hui Mao、Yuan-Jiang Pan、An-Xin Wu

  DOI：10.1016/j.tet.2008.09.092

  日期：2008.12

  A new three-component reaction among o-phthalaldehyde, N-alkyl/aryl Substituted urea, and an aromatic aldehyde has been developed at ambient condition, and a class of isoindolinones with novel C-3 Substitution were conveniently synthesized. The general diastereomeric excess is high as over 99% of the products indicated the excellent stereoselectivity posed in this multicomponent reaction. (C) 2008 Elsevier Ltd. All rights reserved.
• Geminal Bis-ureas as Gelators for Organic Solvents: Gelation Properties and Structural Studies in Solution and in the Gel State
  作者：Franck S. Schoonbeek、Jan H. van Esch、Ron Hulst、Richard M. Kellogg、Ben L. Feringa

  DOI：10.1002/1521-3765(20000717)6:14<2633::aid-chem2633>3.0.co;2-l

  日期：2000.7.17

  Several geminal bis-urea compounds were synthesised by means of an acid-catalysed condensation of various benzaldehydes with different monoalkylureas. Many of these compounds form thermoreversible gels with a number of organic solvents at very low concentrations (< 3 mM) and which are stable to temperatures higher than 100 degrees C. Electron microscopy revealed a three-dimensional (3D) network of intertwined fibres, which are several tens of micrometers long and have a width ranging from approximately 30 to 300 nm. The possible aggregate forms and aggregate symmetries were evaluated by means of molecular mechanics calculations. H-1 NMR, 2D NMR, C-13 NMR and C-13-CP/MAS NMR techniques were used to obtain information about the aggregation and possible aggregate symmetry of geminal bis-ureas in solution, in the gel state, and in the solid state.
• US7459014B2
  申请人：——

  公开号：US7459014B2

  公开（公告）日：2008-12-02