N,N'-bis(neopentyl)-2-(aminomethyl)aniline | 1336918-85-4

• 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'-bis(neopentyl)-2-(aminomethyl)aniline
• 英文别名: N-(2,2-dimethylpropyl)-2-[(2,2-dimethylpropylamino)methyl]aniline
• CAS: 1336918-85-4
• 化学式: C₁₇H₃₀N₂
• 分子量: 262.439
• InChiKey: YGNDXVSMHVMHCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-bis(neopentyl)-2-(aminomethyl)aniline 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 2.0h， 以95%的产率得到2-(t-BuCH2(Li)N)C6H4CH2N(Li)CH2Bu-t
  参考文献：
  名称：

  Crystalline metal (Li, Mg, Ca, Sr, Ba, Sn, Pb) complexes of the new chelating N,N′-dianionic [1,2-N(R)C6H4(CH2NR)]2− ligand (R = SiMe3, CH2But)

  摘要：

  d催化剂的催化下，2-氨基甲基苯胺被转化为N,N-双(新戊酰基)(1)或-双(三甲基硅基)(2)衍生物，分别使用2 ButC(O)Cl或2 Me3SiCl(RCl)，与2 NEt3，或连续使用2 LiBun和2 RCl，用于2。N,N-双(新戊基)-2-(氨基甲基)苯胺(3)通过LiAlH4还原1制备。从2或3和2 LiBun，制备适当的二硫代二酰胺{2-[{N(Li)R}C6H4{CH2N(Li)R}(L)]2 (L不存在，4a；或L = THF，4b)或4a的N,N-双(新戊基)类似物(5)。用2 ButNC、2 (2,6-Me2C6H3NC)或2 ButCN(L-)处理4a，得到相应的加合物[2-N{Li(L-)R}C6H4{CH2N(Li)R}] (4c、4d或4e)，而4b与2 PhCN反应得到[2-{N(Li)R}C6H4{CH2C(Ph) = NLi(NCPh)}] (6)。二聚

  DOI：

  10.1039/c1dt10574d
• 作为产物：
  描述：

  在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 以75%的产率得到N,N'-bis(neopentyl)-2-(aminomethyl)aniline
  参考文献：
  名称：

  Crystalline metal (Li, Mg, Ca, Sr, Ba, Sn, Pb) complexes of the new chelating N,N′-dianionic [1,2-N(R)C6H4(CH2NR)]2− ligand (R = SiMe3, CH2But)

  摘要：

  d催化剂的催化下，2-氨基甲基苯胺被转化为N,N-双(新戊酰基)(1)或-双(三甲基硅基)(2)衍生物，分别使用2 ButC(O)Cl或2 Me3SiCl(RCl)，与2 NEt3，或连续使用2 LiBun和2 RCl，用于2。N,N-双(新戊基)-2-(氨基甲基)苯胺(3)通过LiAlH4还原1制备。从2或3和2 LiBun，制备适当的二硫代二酰胺{2-[{N(Li)R}C6H4{CH2N(Li)R}(L)]2 (L不存在，4a；或L = THF，4b)或4a的N,N-双(新戊基)类似物(5)。用2 ButNC、2 (2,6-Me2C6H3NC)或2 ButCN(L-)处理4a，得到相应的加合物[2-N{Li(L-)R}C6H4{CH2N(Li)R}] (4c、4d或4e)，而4b与2 PhCN反应得到[2-{N(Li)R}C6H4{CH2C(Ph) = NLi(NCPh)}] (6)。二聚

  DOI：

  10.1039/c1dt10574d

文献信息

• Crystalline metal (Li, Mg, Ca, Sr, Ba, Sn, Pb) complexes of the new chelating N,N′-dianionic [1,2-N(R)C6H4(CH2NR)]2− ligand (R = SiMe3, CH2But)
  作者：Catherine F. Caro、Martyn P. Coles、Peter B. Hitchcock、Michael F. Lappert、Luc J.-M. Pierssens

  DOI：10.1039/c1dt10574d

  日期：——

  2-Aminomethylaniline was converted into the N,N′-bis(pivaloyl) (1) or -bis(trimethylsilyl) (2) derivative, using 2 ButC(O)Cl or 2 Me3SiCl ( RCl), respectively, with 2 NEt3, or for 2 from successively using 2 LiBun and 2 RCl. N,N′-Bis(neopentyl)-2-(aminomethyl)aniline (3) was prepared by LiAlH4 reduction of 1. From 2 or 3 and 2 LiBun, the appropriate dilitiodiamide 2-[N(Li)R}C6H4CH2N(Li)R}(L)]2 (L absent, 4a; or L = THF, 4b) or the N,N′-bis(neopentyl) analogue (5) of 4a was prepared. Treatment of 4a with 2 ButNC, 2 (2,6-Me2C6H3NC) or 2 ButCN ( L′) furnished the corresponding adduct [2-NLi(L′)R}C6H4CH2N(Li)R}] (4c, 4d or 4e, respectively), whereas 4b with 2 PhCN afforded [2-N(Li)R}C6H4CH2C(Ph) = NLi(NCPh)}] (6). The dimeric bis(amido)stannylene [SnN(R)C6H4(CH2NR)-1,2}]2 (7) was obtained from 4a and [Sn(μ-Cl)NR2]2, while the N,N′-bis(neopentyl) analogue 8 of 7 was similarly derived from [Sn(μ-Cl)NR2]2 and 5. Reaction of two equivalents of the diamine 2 with Pb(NR2)2 yielded 9, the lead homologue of 7. Oxidative addition of sulfur to 7 led to the dimeric bis(diamido)tin sulfide 10. Treatment of 2 successively with ‘MgBu2’ in C5H12 and THF gave [MgN(R)C6H4(CH2NR)}(THF)]2 (11a), which by displacement of its THF by an equivalent portion of ButCN or PhCN produced [MgN(R)C6H4(CH2NR)}(CNR')n] [R′ = But, n = 1 (11b); R′ = Ph, n = 2 (11c)]. The Ca (12), Sr (13) or Ba (14) analogues of the Mg compound 11a were isolated from 2 and either the appropriate compound M(NR2)2 (M = Ca, Sr, Ba), or successively 2 LiBun and 2 M(OTos)2. The new compounds 1–14 were characterized by microanalysis (C, H, N; not for 1, 2, 3, 5), solution NMR spectra, νmax (CN) (IR for 4c, 4d, 4e, 6, 11b, 11c), selected EI-MS peaks (for 1, 2, 3, 7, 8, 9, 10), and single crystal X-ray diffraction (for 4a, 4b, 11a).

  d催化剂的催化下，2-氨基甲基苯胺被转化为N,N-双(新戊酰基)(1)或-双(三甲基硅基)(2)衍生物，分别使用2 ButC(O)Cl或2 Me3SiCl(RCl)，与2 NEt3，或连续使用2 LiBun和2 RCl，用于2。N,N-双(新戊基)-2-(氨基甲基)苯胺(3)通过LiAlH4还原1制备。从2或3和2 LiBun，制备适当的二硫代二酰胺2-[N(Li)R}C6H4CH2N(Li)R}(L)]2 (L不存在，4a；或L = THF，4b)或4a的N,N-双(新戊基)类似物(5)。用2 ButNC、2 (2,6-Me2C6H3NC)或2 ButCN(L-)处理4a，得到相应的加合物[2-NLi(L-)R}C6H4CH2N(Li)R}] (4c、4d或4e)，而4b与2 PhCN反应得到[2-N(Li)R}C6H4CH2C(Ph) = NLi(NCPh)}] (6)。二聚