(E)-N'-((4-chlorophenyl)sulfonyl)-N,N-diethylformimidamide

• 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: (E)-N'-((4-chlorophenyl)sulfonyl)-N,N-diethylformimidamide
• 英文别名: N'-(4-chlorophenyl)sulfonyl-N,N-diethylmethanimidamide
• 化学式: C₁₁H₁₅ClN₂O₂S
• 分子量: 274.771
• InChiKey: VUPCYELYPJLBLC-UKTHLTGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  58.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  p-chlorobenzenesulfonyl azide 、 二乙胺 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以76%的产率得到(E)-N'-((4-chlorophenyl)sulfonyl)-N,N-diethylformimidamide
  参考文献：
  名称：

  磺酰叠氮化物与胺直接反应合成N-磺酰脒的无过渡金属和催化剂的一锅法绿色方法

  摘要：

  在本报告中，描述了通过叔胺或仲胺与磺酰叠氮化物的直接反应来绿色合成N-磺酰脒。无过渡金属和催化剂的条件用于合成生物学上重要的N-磺酰脒。进一步的研究表明，该反应是通过胺在回流条件下原位有氧氧化进行的。

  DOI：

  10.1039/d0ra04545d

文献信息

• Synthesis of N -Sulfonylformamidines by tert -butyl Hydroperoxide–Promoted, metal-free, direct oxidative dehydrogenation of aliphatic amines
  作者：Ayijiamali Rouzi、Ruzeahong Hudabaierdi、Abudureheman Wusiman

  DOI：10.1016/j.tet.2018.03.074

  日期：2018.5

  A direct and convenient metal-free method to prepare sulfonyl amidines in the presence of aqueous tert-butyl hydroperoxide (T-HYDRO) has been developed. Different tertiary and secondary amines were tested for compatibility with the oxidative conditions and could be coupled with sulfonyl azides to form the corresponding amidines in moderate to good yields.

  已经开发了在水性叔丁基过氧化氢（T-HYDRO）存在下制备磺酰基am的直接且方便的无金属方法。测试了不同的叔胺和仲胺与氧化条件的相容性，并且可以将其与磺酰叠氮化物偶联以中等至良好的产率形成相应的am。
• Bromoform reaction of tertiary amines with N,N-dibromosulfonamides or NBS/sulfonamides
  作者：Jie Chen、Yu-Ping Guo、Ming-Hui Sun、Guo-Tao Fan、Ling Zhou

  DOI：10.1039/c4cc05578k

  日期：——

  A new bromoform reaction of tertiary amines with N,N-dibromosulfonamides or NBS/sulfonamides has been developed. A series of amidines were prepared with moderate to good yields via a Csp(3)-Csp(3) bond cleavage.

  已经开发出叔胺与N，N-二溴磺酰胺或NBS /磺酰胺的新的溴仿反应。通过Csp（3）-Csp（3）键裂解制备了一系列中等至良好收率的am。
• N-(2,2-Dichloro-2-phenylethylidene)arenesulfonamides in reactions with secondary amines
  作者：I. B. Rozentsveig、G. N. Rozentsveig、A. N. Mirskova、K. A. Chernyshev、L. B. Krivdin、G. G. Levkovskaya

  DOI：10.1134/s1070363208070141

  日期：2008.7

  N-(2,2-Dichloro-2-phenylethylidene)arenesulfonamides were synthesized by a modified procedure, and their reactions with secondary amines were studied for the first time. Reactions of imines with dialkylamines proceed at room temperature to afford alpha,alpha-dichloromethylbenzene and N,N-dialkyl-N'-(arenesulfonyl)formamidines arising from the haloform cleavage of the initially formed unstable N-(1-dialkylamino-2,2-dichloro-2-phenylethyl)arenesulfonamides. When the reaction is carried out upon cooling to 0 degrees C, the products of the nucleophilic addition of secondary amines to azomethines, N-(1-dialkylamino-2,2-dichloro-2-phenylethyl) are formed in yields of no higher than 5%. Nonempirical calculations of C-13-H-1 spin-spin coupling constants and their experimental measurements for the series of the synthesized N-arenesulfonamides were performed to show that these compounds exist in solutions exclusively as E isomers. Preferable conformations of the investigated compounds and the relative energies of their E and Z isomers in the gas phase were determined by quantum-chemical calculations at the MP2/6-311G** level of theory. The NMR spectral data revealed restricted rotation of the N,N-dialkylamino group about the partially double C-NAlk(2) bond in the molecules of N-arenesulfonylformamidines.
• MIRSKOVA, A. N.;LEVKOVSKAYA, G. G.;BRYUZGIN, A. A.;DROZDOV, T. I.;KALIXMA+, ZH. ORGAN. XIMII, 26,(1990) N, S. 140-147
  作者：MIRSKOVA, A. N.、LEVKOVSKAYA, G. G.、BRYUZGIN, A. A.、DROZDOV, T. I.、KALIXMA+

  DOI：——

  日期：——
• Transition metal- and catalyst-free one-pot green method for the synthesis of <i>N</i>-sulfonyl amidines <i>via</i> direct reaction of sulfonyl azides with amines
  作者：Babak Kaboudin、Saeed Torabi、Foad Kazemi、Hiroshi Aoyama

  DOI：10.1039/d0ra04545d

  日期：——

  synthesis of N-sulfonyl amidines via the direct reaction of tertiary or secondary amines with sulfonyl azides is described. Transition metal- and catalyst-free conditions were used for the synthesis of biologically important N-sulfonyl amidines. Further studies showed that the reaction proceeded via in situ aerobic oxidation of amines under reflux conditions.

  在本报告中，描述了通过叔胺或仲胺与磺酰叠氮化物的直接反应来绿色合成N-磺酰脒。无过渡金属和催化剂的条件用于合成生物学上重要的N-磺酰脒。进一步的研究表明，该反应是通过胺在回流条件下原位有氧氧化进行的。