N,N,2-trimethyl-3-(4-methylphenyl)-3H-1,2,4-oxadiazol-5-amine | 1294518-13-0

• 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: N,N,2-trimethyl-3-(4-methylphenyl)-3H-1,2,4-oxadiazol-5-amine
• CAS: 1294518-13-0
• 化学式: C₁₂H₁₇N₃O
• 分子量: 219.286
• InChiKey: BSRKTTBNDJVGRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  28.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  trans-[PtCl₂(NCNMe₂)₂] 、 N-methyl-4-tolylnitrone 在 sodium cyanide 作用下， 以 氯仿 、 氘代甲醇 为溶剂， 反应 78.0h， 生成 N,N,2-trimethyl-3-(4-methylphenyl)-3H-1,2,4-oxadiazol-5-amine
  参考文献：
  名称：

  Pt II中心对Z-硝酮的偶极环加成反应出乎意料的有效激活推拉腈†

  摘要：

  的Pt II配位的NCNR' 2种如此高度朝向1,3-偶极环加成（DCA），它们与所述无环硝酮拱顺利反应活化Ñ +（O -）R''（氩/ R''= C 6 H ^ Z形式的4 Me- p / Me; C 6 H 4 OMe- p / CH 2 Ph）。之间DCA的竞争性反应性研究反式- [氯铂酸2（NCR）2 ]（R = P h和NR' 2）物种和无环硝酮4-MEC 6 ħ 4 CH Ñ+（O - ）我展示了协调NCPH和NCNR'的可比反应2，而烷基腈配体不与所述偶极反应。之间的反应的反式- [氯铂酸2（NCNR' 2） 2 ]（R' 2 =我2，等2，C 5 H ^ 10）和所述硝酮进行如下两个连续的步骤的分子间环加成，得到单- （ 1A-d）和双-2,3-二氢-1,2,4-恶二唑（图2a-d ）复合物（氩/ R''= p -tol / Me的：R' 2 =我2一个，R' 2 =的Et

  DOI：

  10.1039/c0dt01689f

文献信息

• A Palladium(II) Center Activates Nitrile Ligands toward 1,3-Dipolar Cycloaddition of Nitrones Substantially More than the Corresponding Platinum(II) Center
  作者：Andreii S. Kritchenkov、Nadezhda A. Bokach、Galina L. Starova、Vadim Yu. Kukushkin

  DOI：10.1021/ic301866y

  日期：2012.11.5

  Palladium(II)-coordinated NCR1 (R-1 = Et (1), NMe2 (2), Ph (3)) species react smoothly with acyclic nitrones such as the ketonitrones Ph2C=N(O)R-4 (R-4 = p-MeC6H4 (4), p-ClC6H4 (5)) and the aldonitrone p-MeC6H4CH=N(O)Me (6) in the corresponding nitrile media. This reaction proceeds as a consecutive two-step intermolecular cycloaddition to give the mono- and bis-2,3-dihydro-1,2,4-oxadiazole complexes [PdCl2((RCN)-C-1)N-a=C (R-1) ON (R-4)C-b((RR3)-R-2)}}((a-b)) (7a-13a; R-2, R-3 = Ph; R-4 = C6H4Me-p, R-1 = Et (7), NMe2 (8), Ph (9); R4 = C6H4C1-p, = Et (10), NMe2 (11), Ph (12); R2 = H, R-3 = C6H4Me-p, R-4 = Me, R-1 = NMe2 (13)) and [PdCl2Na= C(R-1)ON(R-4)Cb((RR3)-R-2)}(2)]((a-b)) (7b-13b), respectively. Inspection of the obtained data and their comparison with the previous results indicate that the Pd-II centers provide substantially greater activation of RCN ligands toward the 1,3-dipolar cycloaddition than the relevant Pt-II centers. The palladium(II)-mediated 1,3-dipolar cycloaddition of ketonitrones to nitriles is reversible. All complexes were characterized by elemental analyses (C, H, N), high-resolution ESI-MS, and IR and H-1 and C-13H-1} NMR spectroscopy. The structure of trans7b was determined by single-crystal X-ray diffraction. Metal-free 5-NR'2-2,3-dihydro-1,2,4-oxadiazoles (7c-13c) were liberated from the corresponding (2,3-dihydro-1,2,4-oxadiazole)2Pd(II) complexes by treatment with 1,2-(diphenylphosphino)ethane, and the heterocycles were characterized by high-resolution ESI+-MS and H-1 and 13CIFI} spectroscopy.
• Unexpectedly efficient activation of push–pull nitriles by a PtII center toward dipolar cycloaddition of Z-nitrones
  作者：Andreii S. Kritchenkov、Nadezhda A. Bokach、Matti Haukka、Vadim Yu. Kukushkin

  DOI：10.1039/c0dt01689f

  日期：——

  intermolecular cycloaddition to give mono-(1a–d) and bis-2,3-dihydro-1,2,4-oxadiazole (2a–d) complexes (Ar/R′′ = p-tol/Me: R′2 = Me2a, R′2 = Et2b, R′2 = C5H10c; Ar/R′′ = p-MeOC6H4/CH2Ph: R′2 = Me2d). All complexes were characterized by elemental analyses (C, H, N), high resolution ESI-MS, IR, 1H and 13C1H} NMR spectroscopy. The structures of trans-1b, trans-2a, trans-2c, and trans-2d were determined by single-crystal

  的Pt II配位的NCNR' 2种如此高度朝向1,3-偶极环加成（DCA），它们与所述无环硝酮拱顺利反应活化Ñ +（O -）R''（氩/ R''= C 6 H ^ Z形式的4 Me- p / Me; C 6 H 4 OMe- p / CH 2 Ph）。之间DCA的竞争性反应性研究反式- [氯铂酸2（NCR）2 ]（R = P h和NR' 2）物种和无环硝酮4-MEC 6 ħ 4 CH Ñ+（O - ）我展示了协调NCPH和NCNR'的可比反应2，而烷基腈配体不与所述偶极反应。之间的反应的反式- [氯铂酸2（NCNR' 2） 2 ]（R' 2 =我2，等2，C 5 H ^ 10）和所述硝酮进行如下两个连续的步骤的分子间环加成，得到单- （ 1A-d）和双-2,3-二氢-1,2,4-恶二唑（图2a-d ）复合物（氩/ R''= p -tol / Me的：R' 2 =我2一个，R' 2 =的Et