(Z)-N-methylbenzimidoyl chloride | 72017-02-8

• 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: (Z)-N-methylbenzimidoyl chloride
• 英文别名: N-methylbenzimidoyl chloride；N-methylbenzimidoylchloride
• CAS: 72017-02-8
• 化学式: C₈H₈ClN
• 分子量: 153.611
• InChiKey: KFVKPSOJAAJVSR-NTMALXAHSA-N

物化性质

• 沸点：
  55-57 °C(Press: 3 Torr)
• 密度：
  1.132 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  10.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (Z)-N-methylbenzimidoyl chloride 在 silver nitrate 作用下， 以 乙腈 为溶剂， 生成 N-methyl-N-nitrobenzamide
  参考文献：
  名称：

  硝酸亚氨基硝酸酯重排为N-硝基酰胺：硝基的分子内[1,3] O到N迁移

  摘要：

  由亚氨基酰氯与AgNO 3反应形成的亚氨基硝酸根，可能通过单分子的分子内机制进行重排，可能涉及O-N键的均裂裂产生N-硝基酰胺。在硝基迁移Ñ -arylimidoyl硝酸盐到邻位-和对位的的位上Ñ芳基环不涉及特殊邻-directing效果。

  DOI：

  10.1039/c39880001249
• 作为产物：
  描述：

  N-甲基苯甲酰胺 在 2,6-二甲基吡啶 、 草酰氯 、 二氧化碳 、 一氧化碳 作用下， 以 二氯甲烷 为溶剂， 反应 1.25h， 生成 (Z)-N-methylbenzimidoyl chloride
  参考文献：
  名称：

  亚氨酰氯与氮丙啶扩环一锅合成2-咪唑啉

  摘要：

  我们在此报告了通过亚氨酰氯与氮丙啶的扩环反应（类似于海涅反应）在区域控制和立体定向物质中简单方便地一锅合成高度取代的2-咪唑啉。

  DOI：

  10.1021/jo200101q

文献信息

• Sigmatropic isomerizations in azaallyl systems: XX. N-Alkylbenzimidoylphosphonates
  作者：P. P. Onys’ko、T. V. Kim、Yu. V. Rassukanaya、E. I. Kiseleva、A. D. Sinitsa

  DOI：10.1007/s11176-005-0007-6

  日期：2004.9

  Synthetic approaches are developed to benzimidoylphosphoryl derivatives containing electronically and sterically diverse alkyl substituents on the nitrogen atom, as well as their prototropic isomers. Regularities in prototropic transitions in the phosphorylated C=N-C triad were revealed and applied in the synthesis of α-aminophosphonic acid derivatives.

  开发了合成方法以制备含有电子和立体多样的烷基取代基的苯并咪唑基磷酸酯衍生物，以及它们的质子化异构体。揭示了磷酸化C=N-C三元组中的质子转移规律，并应用于α-氨基磷酸衍生物的合成。
• N-Substituted Imides As Polymerization Initiators
  申请人：Nesvadba Peter

  公开号：US20080132600A1

  公开（公告）日：2008-06-05

  The invention relates to novel N-substituted imides and polymerizable compositions comprising these N-substituted imides. The invention further relates to the use of N-substituted imides as polymerization initiators. The imides are compounds of the formula (I) and (II) wherein n is 1 or 2; m is 1 or 2; R 1 and R 2 are each, independently of one another, hydrogen, C 1 -C 18 alkyl, C 1 -C 18 alkenyl C 6 -C 14 aryl, aralkyl, C 5 -C 12 cycloalkyl, each of which may be substituted by halogen, C 1 -C 4 -alkyl, hydroxy, C 1 -C 6 alkoxy, carbonyl, C 1 -C 6 alkoxycarbonyl; or R 1 and R 2 together with the adjacent —CO—N—CO— group may form a monocyclic, bicyclic or polycyclic ring, said ring having up to 50 non hydrogen atoms and wherein said ring may contain the structural element (formula III) more than once; R 3 if n is 1, is C 1 -C 18 alkyl, C 6 -C 14 aryl, aralkyl, C 5 -C 12 cycloalkyl, OR 10 or SR 11 , NR 12 R 13 ; wherein R 3 if n is 2, is C 2 -C 12 alkylene, C 6 -C 14 arylene, xylylene R 4 and R 5 , correspond to R 1 and R 2 ; R 6 if n is 1, is hydrogen, C 1 -C 18 alkyl, C 6 -C 14 aryl, aralkyl, C 5 -C 12 cycloalkyl, NR 14 R 15 ; wherein R 6 if n is 2, is C 2 -C 12 alkylene, C 6 -C 14 arylene, xylylene; R 7 is hydrogen, C 1 -C 18 alkyl, C 6 -C 14 aryl, aralkyl, C 5 -C 12 cycloalkyl, each of which may be substituted by halogen, C 1 -C 4 -alkyl, hydroxy, C 1 -C 6 alkoxy, carbonyl, C 1 -C 6 alkoxy-carbonyl; or R 7 and R 14 or R 7 and R 15 form together with the N-atom attached to R 7 a 5-6 membered ring, optionally interrupted by —NH—, —N(C 1 -C 8 alkyl)-, —O- and/or S-atoms.

  本发明涉及新型N-取代酰亚胺和包含这些N-取代酰亚胺的可聚合组合物。本发明还涉及将N-取代酰亚胺用作聚合引发剂。该酰亚胺是具有以下结构式(I)和(II)的化合物，其中n为1或2；m为1或2；R1和R2各自独立地为氢、C1-C18烷基、C1-C18烯基、C6-C14芳基、芳基烷基、C5-C12环烷基，这些基团均可被卤素、C1-C4烷基、羟基、C1-C6烷氧基、羰基、C1-C6烷氧羰基取代；或者R1和R2与相邻的—CO—N—CO—基团一起形成单环、双环或多环环，该环具有高达50个非氢原子，且该环可能包含结构元素(式III)超过一次；如果n为1，则R3为C1-C18烷基、C6-C14芳基、芳基烷基、C5-C12环烷基、OR10或SR11、NR12R13；如果n为2，则R3为C2-C12烷基、C6-C14芳基、二甲苯基，R4和R5与R1和R2对应；如果n为1，则R6为氢、C1-C18烷基、C6-C14芳基、芳基烷基、C5-C12环烷基、NR14R15；如果n为2，则R6为C2-C12烷基、C6-C14芳基、二甲苯基；R7为氢、C1-C18烷基、C6-C14芳基、芳基烷基、C5-C12环烷基，这些基团均可被卤素、C1-C4烷基、羟基、C1-C6烷氧基、羰基、C1-C6烷氧羰基取代；或者R7和R14或R7和R15一起形成与连接到R7的N原子相连的5-6成员环，该环可以由—NH—、—N(C1-C8烷基)-、—O-和/或S原子中断。
• Chemistry of amidyl radicals produced from N-hydroxypyridine-2-thione imidate esters
  作者：John L. Esker、Martin Newcomb

  DOI：10.1021/jo00070a033

  日期：1993.8

  The title radical precursors were prepared from secondary amides by reaction of the amide with phosgene to give an imidoyl chloride followed by reaction with the sodium salt of N-hydroxypyridine-2-thione. Visible light initiated reactions of these precursors gave amidyl radicals 2 which could react with their precursors to give N-(2-pyridylthio) amides or with t-BuSH to give the parent amide. Radicals 2 containing delta,epsilon-unsaturation on the acyl or alkyl chain cyclized in a 5-exo fashion to give ultimately gamma-lactams and N-acylpyrrolidines, respectively. Tandem 5-exo cyclizations of the N-allyl-4-pentenamidyl radical gave pyrrolizidinone products, and a tandem 5-exo/6-endo reaction sequence of the N-(4-pentenyl)benzamidyl radical gave, ultimately, 3,4-benzoindolizidinone. Several relative rate constants for cyclization and trapping of the amidyl radicals and for intramolecular reactions and trapping of the carbon-centered radicals formed by amidyl radical cyclizations were determined, and these values can be employed in synthetic planning.
• BOEHME H.; DENIS J.-P.; DRECHSLER H.-J., LIEBIGS ANN. CHEM., 1979, NO 10, 1447-1455
  作者：BOEHME H.、 DENIS J.-P.、 DRECHSLER H.-J.

  DOI：——

  日期：——
• DETTI M. R.; WOOD G. P., J. ORG. CHEM., 1980, 45, NO 1, 80-89
  作者：DETTI M. R.、 WOOD G. P.

  DOI：——

  日期：——