N-(1H-1,2,3-benzotriazol-1-ylmethyl)-N,N-diethyl-amine | 76123-47-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: N-(1H-1,2,3-benzotriazol-1-ylmethyl)-N,N-diethyl-amine
• 英文别名: N-<(diethylamino)methyl>benzotriazole；N,N-Diethyl-1H-benzotriazole-1-methanamine；N,N-diethylbenzotriazol-1-ylmethylamine；isoprene；1-(N,N-diethylamino-methyl)-benzotriazole；(1H-1,2,3-Benzotriazol-1-ylmethyl)diethylamine；N-(benzotriazol-1-ylmethyl)-N-ethylethanamine
• CAS: 76123-47-2
• 化学式: C₁₁H₁₆N₄
• 分子量: 204.275
• InChiKey: QCBPLHSUOPIPBO-UHFFFAOYSA-N

物化性质

• 熔点：
  100-104 °C(Solv: methanol (67-56-1))
• 沸点：
  120-124 °C(Press: 0.65 Torr)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  34
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(1H-1,2,3-benzotriazol-1-ylmethyl)-N,N-diethyl-amine 在 lithium aluminium tetrahydride 、 对甲苯磺酸 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 生成 N-Methyl-N,N',N'-triethyl-1,3-propanediamine
  参考文献：
  名称：

  Additions of 1-(.alpha.-Aminoalkyl)benzotriazoles to N-Vinylamines and N-Vinylamides. A Novel and Versatile Method for the Preparation of Unsymmetrically Substituted 1,3-Diamines

  摘要：

  Additions of N,N-dialkyl-1H-benzotriazole-1-methanamines 1 to 9-vinylcarbazole followed by reduction of the adducts with lithium aluminum hydride gave the corresponding 9-(3-(dialkylamino)propyl)carbazoles 8 in good yield. Treatment of the adducts with Grignard reagents gave products 9 with an alkyl or aryl group at the C-1 atom of the propylene linkage. Use of alpha-phenyl-N,N-dialkyl-1H-benzotriazole-1-methanamine (14) in the addition led to the C-3 phenyl substituted products 15-18. Similar additions to N-vinyl-N-methylacetamide or 1-vinyl-2-pyrrolidinone followed by reduction of the adducts gave unsymmetrically substituted 1,3-propanediamines. Triamine 36 was obtained by condensation of ethylamine with formaldehyde and benzotriazole, addition of the product to 1-vinylpyrrolidinone, and reduction of the adduct with lithium aluminum hydride. 1,3-Propanediamine used in this process gave hexahydropyrimidine 39 while 1,6-hexanediamine gave hexamine 42.

  DOI：

  10.1021/jo00097a023
• 作为产物：
  描述：

  T406石油添加剂 、 聚合甲醛 、 二乙胺 以 甲醇 为溶剂， 反应 4.0h， 以48%的产率得到N-(1H-1,2,3-benzotriazol-1-ylmethyl)-N,N-diethyl-amine
  参考文献：
  名称：

  某些含苯并三唑部分的新曼尼基碱的保肝活性的合成与评价

  摘要：

  由苯并三唑与甲醛和各种取代的仲胺进行氨甲基化反应，由苯并三唑合成了一系列带有曼尼希碱的苯并三唑（2 -10）。通过Mannich反应合成标题化合物，并通过IR和1HNMR光谱对其进行表征。筛选所有这些曼尼希碱对四氯化碳诱导的大鼠肝损伤的肝保护活性。只有化合物4（250 mg / kg）可以有效保护动物免受四氯化碳诱导的肝毒性。化合物4 N-吗啉基甲基苯并三唑显示出与标准药物水飞蓟素相当的显着活性。

  DOI：

  10.4067/s0717-97072010000300021

文献信息

• Syntheses of 3-(substituted)-2,4,6-triphenylverdazyls
  作者：Alan R. Katritzky、Sergei A. Belyakov、H. Dupont Durst、Ruixin Xu、Naresh S. Dalal

  DOI：10.1139/v94-235

  日期：1994.8.1

  Two series of 2,4,6-triphenylverdazyls substituted at the C(3) position of the heterocyclic ring are obtained using new convenient synthetic methodology. Thus, crown ether assisted solid–liquid phase-transfer catalysis promotes the formation of 3-n-alkyl-substituted 2,4,6-triphenylverdazyls in the reactions of 1,3,5-triphenylformazan with n-alkyl bromides. Under PTC conditions, methylation of 3-(4-nitrophenyl)-1,5-diphenylformazan with methyl iodide exclusively gives the corresponding verdazyl radical. 3-Substituted 2,4,6-triphenylverdazyls containing various di(cyclo)alkylamino moieties at the C(3) position of the verdazyl ring are prepared by the reaction of 1,3,5-triphenylformazan with the corresponding 1-[N,N-di(cyclo)alkylaminomethyl]benzotriazoles under the efficient catalysis of barium hydroxide monohydrate. Sonication of this reaction allows the yields of the verdazyls to be substantially increased. A bis-verdazyl N,N-bonded in the C(3) positions was synthesized. All the radicals obtained were characterized by microanalysis, and by UV–visible and ESR spectroscopy.

  两系列在杂环环的C(3)位置取代的2,4,6-三苯基噻唑基物质，通过新的便捷合成方法得到。因此，冠醚辅助的固液相转移催化促进了1,3,5-三苯基咪唑基与n-烷基溴化物反应中3-n-烷基取代的2,4,6-三苯基噻唑基的形成。在PTC条件下，使用碘甲烷对3-(4-硝基苯基)-1,5-二苯基咪唑基进行甲基化，仅生成相应的噻唑基自由基。在噻唑基环的C(3)位置含有各种二(环)烷基氨基基团的3-取代的2,4,6-三苯基噻唑基通过1,3,5-三苯基咪唑基与相应的1-[N,N-二(环)烷基氨基甲基]苯并三唑在氢氧化钡单水合物的高效催化下反应制备。超声处理这个反应可以显著增加噻唑基的产率。合成了在C(3)位置N,N-键合的双噻唑基。所有获得的自由基都通过微量分析、UV-可见光谱和ESR光谱进行了表征。
• A Straightforward Route to Homoallyl-Homocrotylamines Promoted by a Titanium Complex
  作者：Stéphanie Toulot、Quentin Bonnin、Virginie Comte、Louis Adriaenssens、Philippe Richard、Pierre Le Gendre

  DOI：10.1002/ejoc.201201262

  日期：2013.2

  3-dienes and Cp2TiH, react with benzotriazole derivatives to give homoallylic amines in good yields. Under similar conditions, triple cascade reactions (allyltitanation followed by cationic 2-aza-Cope rearrangement followed by a second allyltitanation) occur from bis(benzotriazolyl) compounds affording a straightforward route to homoallyl-(E)-homocrotylamines. A theoretical study provides further insight

  由 1,3-二烯和 Cp2TiH 原位生成的 I-烯丙基钛络合物与苯并三唑衍生物反应，以良好的收率得到高烯丙基胺。在类似的条件下，双（苯并三唑基）化合物发生三重级联反应（烯丙基钛化，然后是阳离子 2-氮杂-Cope 重排，然后是第二个烯丙基钛化），提供了一条直接的路线来获得高烯丙基-(E)-高巴豆胺。一项理论研究提供了对控制该反应序列选择性的因素的进一步了解。钛促进的 1,3-二烯与双（苯并三唑基）化合物作为底物的还原偶联通过三重级联反应（烯丙基钛化 - 阳离子 2-氮杂-Cope 重排 - 烯丙基钛化）选择性地导致高烯丙基-高巴豆胺。版权所有 © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim。
• Lubricating oil composition
  申请人：NIPPON OIL CO. LTD.

  公开号：EP0781834A2

  公开（公告）日：1997-07-02

  A lubricating oil composition comprises (A) a base oil, (B) a 3-methyl-5-tert-butyl-4-hydroxyphenyl substituted fatty acid ester in an amount of 0.1 - 5 percent by mass and (C) an auxiliary component, said auxiliary component being one member of the group of (a) a nitrogen-containing compound in an amount of 0.001 - 1 percent by mass, (b) a sulfur and/or phosphorus-containing compound in an amount of 0.1 - 5.0 percent by mass or (c) a phenolic compound in an amount of 0.1 - 5.0 percent by mass. This composition features the combination with a base oil of these specified components whereby there is provided synergistic effect conducive to inhibition or prevention of both oxidation and sludge formation while in use under elevated temperature conditions over extended periods of time.

  一种润滑油组合物包括：(A)基础油；(B)3-甲基-5-叔丁基-4-羟基苯基取代脂肪酸酯，其质量百分比为 0.1 - 5%；(C)辅助组分，所述辅助组分为以下组中的一种：(a)含氮化合物，其质量百分比为 0.001 - 1%；(b)含硫和/或磷化合物，其质量百分比为 0.1 - 5.0%；或(c)酚类化合物，其质量百分比为 0.001 - 1%（质量百分比），(b) 含硫和/或磷化合物，含量为 0.1 - 5.0%（质量百分比），或 (c) 酚类化合物，含量为 0.1 - 5.0%（质量百分比）。这种组合物的特点是将这些特定成分与基础油结合在一起，从而产生协同效应，有利于在高温条件下长时间使用时抑制或防止氧化和油泥的形成。
• LUBRICATING OIL COMPOSITION FOR INDUSTRIAL MACHINERY AND EQUIPMENT
  申请人：Nippon Oil Corporation

  公开号：EP1734103A1

  公开（公告）日：2006-12-20

  A lubricative composition for industrial machinery and equipment which comprises a base oil selected from among mineral oils, fats and oils, synthetic oils and mixture of two or more of them, and at least one additive selected from among the following components (A) to (D): component (A): (A-1) a phosphorus-containing carboxylic acid and/or (A-2) a thiophosphoric ester, component (B): a dispersant viscosity index improver, component (C): (C-1) a specific amidocarboxylic acid compound and/or (C-2) a specific carboxylic acid compound, and component (D): an ester oiliness improver. The composition is favorable as a lubricating oil composition and useful as a gear oil composition, a lubricating oil composition for paper machines or a lubricating oil composition for slide guides, a hydraulic oil, or the like.

  一种用于工业机械和设备的润滑油组合物，包括选自矿物油、油脂、合成油和两种或两种以上矿物油混合物的基础油，以及至少一种选自以下组分（A）至（D）的添加剂：组分（A）：(A-1) 含磷羧酸和/或 (A-2) 硫代磷酸酯，成分 (B)：分散剂粘度指数改进剂，成分 (C)：(C-1) 特定酰胺羧酸化合物和/或 (C-2) 特定羧酸化合物，以及成分 (D)：酯类油性改进剂。该组合物作为润滑油组合物是有利的，可用作齿轮油组合物、造纸机润滑油组合物或滑动导轨润滑油组合物、液压油等。
• REFRIGERATOR OIL, COMPRESSOR OIL COMPOSITION, HYDRAULIC FLUID COMPOSITION, METALWORKING FLUID COMPOSITION, HEAT TREATMENT OIL COMPOSITION, LUBRICANT COMPOSITION FOR MACHINE TOOL AND LUBRICANT COMPOSITION
  申请人：Nippon Oil Corporation

  公开号：EP2039746A1

  公开（公告）日：2009-03-25

  The present invention provides a refrigerating machine oil, a compressor oil composition, a hydraulic oil composition, a metalworking oil composition, a heat treating oil composition, a lubricating oil composition for machine tools and a lubricating oil composition which comprise a lubricating oil base oil having %CA of not more than 2, %CP/%CN of not less than 6 and an iodine value of not more than 2.5.

  本发明提供了一种冷冻机油、一种压缩机油组合物、一种液压油组合物、一种金属加工油组合物、一种热处理油组合物、一种机床用润滑油组合物和一种润滑油组合物，它们由润滑油基础油组成，基础油的%CA 不大于 2，%CP/%CN 不小于 6，碘值不大于 2.5。