N,N'-di(p-tolyl)acetamidine | 889130-94-3

• 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'-di(p-tolyl)acetamidine
• 英文别名: N,N′-bis(tolyl)ethanimidamidine；N,N'-di-p-methylphenylacetamidine；N,N'-Di-p-tolyl-acetamidin；N,N'-bis(4-methylphenyl)ethanimidamide
• CAS: 889130-94-3
• 化学式: C₁₆H₁₈N₂
• 分子量: 238.332
• InChiKey: JEWWKYGZWZQGMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N'-di(p-tolyl)acetamidine 以 甲醇 、 水 、 甲苯 为溶剂， 生成 {Pd(p-CH3C6H4NC(CH3)NHC6H3CH3-p)(acetylacetonato)}
  参考文献：
  名称：

  钯，铂和镍的正金属化am络合物（II）。的晶体结构[钯{ p -CH 3 Ç 6 ħ 4 NC-（CH 3）NHC 6 H ^ 3 CH 3 - p }（η 5 -C 5 H ^ 5）]

  摘要：

  在甲醇水溶液中，K 2 [MCl 4 ]（M = Pd或Pt）与具有芳基取代基的甲form，乙am和苯am [R'NHC（R）NR']反应形成微溶的正金属配合物。N，N'-二芳基甲am和-乙am形成六元金属环[{M [R'NC（R）NH-C 6 H 3 R''] Cl} n ]，而对于N，N'-二芳基苯甲having具有同时产生了N-和C-芳基取代基五元金属环[{M [R'NC（C 6 H 4）NHR'] Cl} n ]。相关配合物由Np的反应形成-K 2 [PdCl 4 ]-对甲苯乙酰胺和对乙酰苯胺。在溶液中加热时的加合物[M {R'NC（R）-NHR'} Cl 2 ]也产生原金属化的配合物。低聚的氯化物桥/聚合物材料被切割以得到吡啶和二甲亚砜的加合物，而氯配体引线的位移到η 5 -环戊二烯基，乙酰丙酮，aceto-，benzamidino-和烯丙基络合物，其保留orthometalla

  DOI：

  10.1039/dt9910003435
• 作为产物：
  描述：

  4-甲基乙酰苯胺 在 吡啶 、 草酰氯 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 0.42h， 生成 N,N'-di(p-tolyl)acetamidine
  参考文献：
  名称：

  Efficient Microwave Access to Polysubstituted Amidines from Imidoylbenzotriazoles

  摘要：

  Microwave reactions of primary and secondary amines with imidoylbenzotriazoles 6a-w gave diversely substituted amidines 7a-Aa in 76-94% yields. Convenient preparations of a variety of amides 5a-Ab (87-96%) and imidoylbenzotriazoles 6a-w (56-95%) have also been developed using microwave irradiation under mild conditions and short reaction times. These results demonstrate further the advantages of microwave synthesis and introduce a new application of imidoylbenzotriazoles in the preparation of polysubstituted amidines.

  DOI：

  10.1021/jo052443x

文献信息

• Iodobenzene Catalyzed C–H Amination of <i>N</i>-Substituted Amidines Using <i>m</i>-Chloroperbenzoic Acid
  作者：Santhosh Kumar Alla、Rapolu Kiran Kumar、Pradeep Sadhu、Tharmalingam Punniyamurthy

  DOI：10.1021/ol400274f

  日期：2013.3.15

  The oxidative C–H amination of N″-aryl-N′-tosyl/N′-methylsulfonylamidines and N,N′-bis(aryl)amidines has been accomplished using iodobenzene as a catalyst to furnish 1,2-disubstituted benzimidazoles in the presence of mCPBA as a terminal oxidant at room temperature. The reaction is general, and the target products can be obtained in moderate to high yields.

  的氧化C-H的胺化Ñ “ -芳基- ñ '-tosyl / Ñ '-methylsulfonylamidines和N，N-双（芳基）脒已经使用碘苯作为催化剂在配料1,2-二取代的苯并咪唑完成在室温下存在m CPBA作为末端氧化剂。该反应是一般性的，可以以中等至高收率获得目标产物。
• Synthesis of Novel Amidinato(amidine) Complexes of Molybdenum via Bis(amidine) Complexes
  作者：Yoshitaka Yamaguchi、Kenichi Ogata、Kimiko Kobayashi、Takashi Ito

  DOI：10.1246/bcsj.77.303

  日期：2004.2

  The molybdenum complex [Mo(η 3 -allyl)Cl(CO) 2 (NCMe) 2 ] (1) reacted with two equivalents of amidines, ArN=C(R)NHAr (R = H. CH 3 ; Ar = C 6 H 5 , p-CH 3 -C 6 H 4 ) (2), to give corresponding his(amidine) complexes, [Mo(η 3 -allyl)Cl(CO) 2 (amidine) 2 ] (3). Upon a treatment of bis(amidine)molybdenum complexes (3) with a base, such as n-butyllithium, complexes (4) bearing both amidinato and amidine

  钼配合物 [Mo(η 3 -allyl)Cl(CO) 2 (NCMe) 2 ] (1) 与两当量的脒反应，ArN=C(R)NHAr (R = H. CH 3 ; Ar = C 6 H 5 , p-CH 3 -C 6 H 4 ) (2)，得到相应的他(脒)配合物，[Mo(η 3 -烯丙基)Cl(CO) 2 (脒) 2 ] (3)。在用碱如正丁基锂处理双(脒)钼配合物(3)后，形成带有脒配体和脒配体的配合物(4)并分离为黄色固体。配合物 4 中的脒配体很容易被 PEt 3 取代，得到钼 (5) 的脒(膦) 配合物，为红色固体。这些配合物通过光谱以及 X 射线分析进行表征。
• Amidines. I. Hydrolysis of N1-acyl-and N1-Tosyl-N1, N2-diarylamidines.
  作者：Machiko ONO、Shinzo TAMURA

  DOI：10.1248/cpb.38.590

  日期：——

  In acid hydrolysis of N1-acyl-N1, N2-diarylamidines, a water molecule attacked exclusively the amidine central carbon, and the reaction proceeded in parallel through two patheways. One of them leads to the formation of two N-acylarylamines, and the other leads to the formation of N, N-diacylarylamine and srylamine. Acid hydrolysis of N1-tosyl-N1, N2-diarylamidine was also examined. The results were similar to those of the hydrolysis of N1-acyl-N1, N2-diarylamidines.Alkaline hyrdolysis and alcoholysis of N1-acyl-N1, N2-diarylamidines occurred almost exclusively at the amide carbonyl group to give N1, N2-diarylamidines and carboxylic acids or their esters.The effects of structural change and the aryl substituents on the rate and direction of the reaction were examined.

  在N1-酰基-N1, N2-二芳基氨基的酸水解中，一个水分子专门攻击了氨基中心碳，并且反应通过两条路径并行进行。其中一条路径导致生成两个N-酰基芳香胺，另一条路径则形成N,N-二酰基芳香胺和醇胺。对N1-托烯基-N1, N2-二芳基氨基的酸水解也进行了研究，结果与N1-酰基-N1, N2-二芳基氨基的水解类似。N1-酰基-N1, N2-二芳基氨基的碱性水解和醇解几乎完全发生在酰胺羰基上，生成N1, N2-二芳基氨基和羧酸或其酯。还对结构变化和芳基取代基对反应速率和方向的影响进行了研究。
• Reaction of Symmetric N1,N2-Diarylamidines with α-Bromoacetophenone and Ethyl 2-Bromoethanoate
  作者：Mohsen Abdel-Motaal Gomaa

  DOI：10.1039/a802858c

  日期：——

  2-Bromo-1-aryl[1-(arylimino)ethyl]amino}-1-phenylethanol derivatives 3a, 3b were obtained from the reaction of N1,N2-diarylacetamidines 1a, 1b with α-bromoacetophenone 2, while 1a, 1b with ethyl 2-bromoethanoate 4 afforded 2-[1-(arylimino)]ethyl}aminoethanoic acid derivatives 5a, 5b; N1,N2-diarylformamidines 6a, 6b reacted with 2 and 4 to give the arylaminoacetophenones 8a, 8b and N-arylglycine ethyl

  2-Bromo-1-芳基[1-(芳基亚氨基)乙基]氨基}-1-苯基乙醇衍生物3a、3b由N1,N2-二芳基乙脒1a、1b与α-溴苯乙酮2反应得到，而1a、1b用2-溴乙酸乙酯4得到2-[1-(芳基亚氨基)]乙基}氨基乙酸衍生物5a、5b；N1,N2-二芳基甲脒6a、6b与2和4反应，分别得到芳氨基苯乙酮8a、8b和N-芳基甘氨酸乙酯11a、11b以及相应的甲酰苯胺9a、9b。
• Cationic diaryltriazene, hydrido(diaryltriazenido)-, and diarylacetamidine complexes of rhodium and iridium
  作者：Neil G. Connelly、Zenon Demidowicz

  DOI：10.1039/dt9780000050

  日期：——

  p-FC6H4; L = PMePh2. R =p-FC6H4) or [M(CO)L2(RNNNHR)][BF4](2; M = Rh, L = PPh3, R = Ph, p-MeC6H4, or p-FC6H4). Complexes (2; M = Rh or Ir), and [M(CO)L2MeC(NR)NHR}][BF4](3; M = Rh or Ir, L = PPh3, R = Ph or p-MeC6H4), may be prepared directly from the appropriate diaryltriazene or diarylacetamidine and [M(CO)L2(OCMe2)][BF4].

  用HBF 4对[M（CO）L 2（RNNNR）]进行质子化可提供[IrH（CO）L 2（RNNNR）] [BF 4 ]（1; L = PPh 3，R = p -MeC 6 H 4或p -FC 6 ħ 4 ; L = PMePh 2。R = p -FC 6 ħ 4）或[M（CO）L- 2（RNNNHR）] [BF 4 ]（2; M = RH，L = PPH 3，R = Ph，p -MeC 6 H 4或p -FC 6 H 4）。配合物（2; M = Rh或Ir）和[M（CO）L 2 MeC（NR）NHR}] [BF 4 ]（3; M = Rh或Ir，L = PPh 3，R = Ph或p -MeC 6 H 4）可以直接由适当的二芳基三氮烯或二芳基乙am和[M（CO）L 2（OCMe 2）] [BF 4 ]制备。