2-mexylamino-4-methylamino-6-chloro-1,3,5-triazine | 1402920-06-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 2-mexylamino-4-methylamino-6-chloro-1,3,5-triazine
• 英文别名: 6-chloro-2-N-(3,5-dimethylphenyl)-4-N-methyl-1,3,5-triazine-2,4-diamine
• CAS: 1402920-06-2
• 化学式: C₁₂H₁₄ClN₅
• mdl: MFCD25022307
• 分子量: 263.73
• InChiKey: BLFQDRWWPJSXKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  62.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-mexylamino-4-methylamino-6-chloro-1,3,5-triazine 在 硫酸 作用下， 以 四氢呋喃 为溶剂， 反应 36.0h， 生成 Methyl 3-[[4-(3,5-dimethylanilino)-6-(methylamino)-1,3,5-triazin-2-yl]amino]benzoate
  参考文献：
  名称：

  One ring to rule them all: effect of aryl substitution on glass-forming ability in mexylaminotriazine molecular glasses

  摘要：

  Mexylaminotriazines are an exciting new class of small molecules capable of forming glassy phases (molecular glasses) that have shown outstanding glass-forming properties and resistance to crystallization. The effect of the structure of the 'headgroup' at the 2-position of the triazine ring on glass-forming properties has been studied, but the role of the arylamino substituents is unclear, though it has been shown that one of the aryl groups can be substituted with other aryl groups without loss of glass-forming ability. Herein, a library of mexylaminotriazine derivatives with various arylamino and cycloalkylamino groups has been synthesized and characterized. It was found that glass-forming ability is tolerant to a wide range of substituents, with all the compounds reported being capable of forming glassy phases, and only one compound crystallizing upon heating. On the other hand, the structure of the ancillary group has a profound impact on the glass transition temperatures (T-g) of the compounds, with values ranging from 52 to 131 degrees C having been obtained. Several trends between substitution pattern and T-g were observed. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.09.103
• 作为产物：
  描述：

  1-氨基-3,5-二甲苯 在 sodium carbonate 作用下， 以 水 、 丙酮 为溶剂， 生成 2-mexylamino-4-methylamino-6-chloro-1,3,5-triazine
  参考文献：
  名称：

  One ring to rule them all: effect of aryl substitution on glass-forming ability in mexylaminotriazine molecular glasses

  摘要：

  Mexylaminotriazines are an exciting new class of small molecules capable of forming glassy phases (molecular glasses) that have shown outstanding glass-forming properties and resistance to crystallization. The effect of the structure of the 'headgroup' at the 2-position of the triazine ring on glass-forming properties has been studied, but the role of the arylamino substituents is unclear, though it has been shown that one of the aryl groups can be substituted with other aryl groups without loss of glass-forming ability. Herein, a library of mexylaminotriazine derivatives with various arylamino and cycloalkylamino groups has been synthesized and characterized. It was found that glass-forming ability is tolerant to a wide range of substituents, with all the compounds reported being capable of forming glassy phases, and only one compound crystallizing upon heating. On the other hand, the structure of the ancillary group has a profound impact on the glass transition temperatures (T-g) of the compounds, with values ranging from 52 to 131 degrees C having been obtained. Several trends between substitution pattern and T-g were observed. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.09.103

文献信息

• MOLECULAR GLASSES WITH FUNCTIONALIZABLE GROUPS
  申请人：Minister of National Defence Her Majesty the Queen in right of Canada as represented by the

  公开号：US20140005370A1

  公开（公告）日：2014-01-02

  Disclosed herein is a compound having Formula I: or a salt thereof, in which R 1 , R 2 and R 3 are as defined herein. Also disclosed are processes to prepare compounds of Formula I and use of compounds of Formula I to prepare stable glassy phases.

  本文披露了具有化学式I的化合物：或其盐，其中R1、R2和R3如本文所定义。还披露了制备化合物I的方法以及利用化合物I制备稳定玻璃相的用途。
• Unraveling the interplay between hydrogen bonding and rotational energy barrier to fine-tune the properties of triazine molecular glasses
  作者：Audrey Laventure、Guillaume De Grandpré、Armand Soldera、Olivier Lebel、Christian Pellerin

  DOI：10.1039/c5cp06630a

  日期：——

  role in their GFA and GS for reasons that remain unclear because they can simultaneously form hydrogen (H) bonds and lead to a high interconversion energy barrier between different rotamers. To investigate independently and better control the influence of H bonding capability and rotational energy barrier on Tg, GFA and GS, a library of twelve analogous molecules was synthesized with different combinations

  Mexylaminotriazine衍生物形成的分子玻璃具有出色的玻璃形成能力（GFA），高抗结晶性（玻璃动力学稳定性，GS）和高于室温的玻璃化转变温度（T g），可以通过选择头基和辅助群体。所有这些化合物的共同特征是它们的仲氨基接头，这表明它们在其GFA和GS中起关键作用，原因尚不清楚，因为它们可以同时形成氢（H）键并导致不同化合物之间的高相互转换能垒旋转木马。独立研究并更好地控制H键合能力和旋转能垒对T g的影响，GFA和GS，合成了十二个类似分子的文库，其中包含NH，NMe和O接头的不同组合。差示扫描量热法（DSC）显示，这些化合物形成了动态稳定的玻璃，其T g值跨度非常大，范围从-25到94°C。结合化学计量学的可变温度红外光谱显示，平均而言，大约60％的NH基团仍与T g相比高达40°C时仍与H键合，但DSC所获得的临界冷却速率清楚地表明，没有H键合的分子捐赠的连接子还具有出色的GFA，这意味着氢键在控制T
• Disperse and disordered: a mexylaminotriazine-substituted azobenzene derivative with superior glass and surface relief grating formation
  作者：Robert Kirby、Ribal Georges Sabat、Jean-Michel Nunzi、Olivier Lebel

  DOI：10.1039/c3tc32034k

  日期：——

  Materials containing azobenzene chromophores exhibit photomechanical behaviors, including the formation of surface relief gratings (SRG) caused by irradiation with two interfering laser beams. While azo-functionalized polymers were extensively studied, small molecules offer the advantage of being monodisperse species, which translates into easier synthesis and purification, as well as more uniform behavior. A drawback is that they tend to crystallize and do not always form high-quality thin films. Glass-forming compounds incorporating azobenzene were previously synthesized in several synthetic steps and in low yield. Herein, a Disperse Red 1 (DR1) functionalized with a mexylaminotriazine group is synthesized in 94% yield using a simple and straightforward procedure. It shows both the ability to form extremely stable glassy phases, and the ability to form SRG in the solid state with growth rates and grating heights closely similar to DR1-functionalized polymers.

  含有偶氮苯发色团的材料表现出光机械行为，包括由两束干涉激光束照射引起的表面浮雕光栅（SRG）的形成。虽然偶氮官能化聚合物得到了广泛的研究，但小分子具有单分散物种的优势，这意味着更容易合成和纯化，以及更均匀的行为。缺点是它们容易结晶并且并不总是形成高质量的薄膜。此前，掺入偶氮苯的玻璃形成化合物是通过几个合成步骤合成的，但收率较低。在此，使用简单直接的程序合成了用甲氨基三嗪基团官能化的分散红 1 (DR1)，收率达 94%。它显示出形成极其稳定的玻璃相的能力，以及形成固态 SRG 的能力，其生长速率和光栅高度与 DR1 功能化聚合物非常相似。
• Molecular Glasses With Functionalizable Groups
  申请人：Her Majesty the Queen in Right of Canada as represented by the Minister of National Defence

  公开号：US20150232433A1

  公开（公告）日：2015-08-20

  Disclosed herein is a compound having Formula I: or a salt thereof, in which R 1 , R 2 and R 3 are as defined herein. Also disclosed are processes to prepare compounds of Formula I and use of Formula I to prepare stable glassy phases.

  本文公开了一种具有I式的化合物：或其盐，其中R1、R2和R3的定义如本文所述。还公开了制备I式化合物的方法和使用I式化合物制备稳定玻璃相的用途。
• US9346768B2
  申请人：——

  公开号：US9346768B2

  公开（公告）日：2016-05-24