Acetophenone 2,4,6-triisopropylbenzenesulphonyl hydrazone | 76886-55-0

• 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: Acetophenone 2,4,6-triisopropylbenzenesulphonyl hydrazone
• 英文别名: acetophenone (2,4,6-triisopropylbenzene)sulfonylhydrazone；Acetophenone 2,4,6-triisopropylbenzenesulphonylhydrazone；N-(1-phenylethylideneamino)-2,4,6-tri(propan-2-yl)benzenesulfonamide
• CAS: 76886-55-0
• 化学式: C₂₃H₃₂N₂O₂S
• 分子量: 400.585
• InChiKey: WNLVFJFGAXXQSX-UHFFFAOYSA-N

物化性质

• 熔点：
  170 °C
• 沸点：
  494.6±55.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  66.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Acetophenone 2,4,6-triisopropylbenzenesulphonyl hydrazone 在 氢氧化钾 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.83h， 生成 乙酰苯吖嗪
  参考文献：
  名称：

  Preparation of Aryldiazoalkanes from 2,4,6-Triisopropylbenzenesulphonyl Hydrazones

  摘要：

  DOI：

  10.1055/s-1982-29821
• 作为产物：
  描述：

  2,4,6-三异丙基苯磺酰基肼 、 苯乙酮 以 四氢呋喃 为溶剂， 反应 3.0h， 以81%的产率得到Acetophenone 2,4,6-triisopropylbenzenesulphonyl hydrazone
  参考文献：
  名称：

  通过关注4-二甲基氨基-3-苯基哌啶衍生物的苯基取代基开发κ阿片受体激动剂：苦参碱类生物碱的结构-活性关系研究。

  摘要：

  从苦参碱型生物碱先导化合物4-二甲基氨基-1-戊酰基哌啶（3）开发了一系列新的κ阿片受体（KOR）激动剂。合成了具有多种苯基取代基的3衍生物，并评估了它们的抗伤害感受作用。此外，研究了它们对阿片受体对cis-4c和d以及trans-4g的选择性，它们均具有通过KOR发挥的高活性。

  DOI：

  10.1248/cpb.c15-00963

文献信息

• Rh^I-Catalyzed Benzo/[7+1] Cycloaddition of Cyclopropyl-Benzocyclobutenes and CO by Merging Thermal and Metal-Catalyzed CC Bond Cleavages
  作者：Xu-Fei Fu、Yu Xiang、Zhi-Xiang Yu

  DOI：10.1002/chem.201405712

  日期：2015.3.9

  A Rh‐catalyzed benzo/[7+1] cycloaddition of cyclopropyl‐benzocyclobutenes (CP‐BCBs) and CO to benzocyclooctenones has been developed. In this reaction, CP‐BCB acts as a benzo/7‐C synthon and the reaction involves two CC bond cleavages: a thermal electrocyclic ring‐opening of the four‐membered ring in CP‐BCB and a Rh‐catalyzed CC cleavage of the cyclopropane ring.

  已开发出Rh催化的环丙基-苯并环丁烯（CP-BCBs）和CO向苯并环辛烯酮的苯并/ [7 + 1]环加成反应。在该反应中，CP-BCB充当苯并/ 7-C合成子，该反应涉及两个CC键裂解：CP-BCB中四元环的热电环开环和Rh催化的C C环丙烷环的裂解。
• 3-phenyl-2-propeneamine derivatives, their preparation and compositions
  申请人：Rhone-Poulenc Sante

  公开号：US04686309A1

  公开（公告）日：1987-08-11

  The invention provides compounds of formula: ##STR1## in which R=H, halogen, alkyl, alkyloxy, alkythio, NH.sub.2, alkylamino, dialkylamino or CF.sub.3, R.sub.3 =H or alkyl, either R.sub.4 and R.sub.5 =H and R.sub.1 and R.sub.2 =H or alkyl, optionally substituted by alkenyl (2 to 4 C) or alternatively R.sub.1 and R.sub.2 form together a saturated heterocyclic ring containing 4 to 7 ring members and optionally containing another heteroatom such as O, S or N optionally substituted by alkyl, or R.sub.4 =H, R.sub.1 =H or alkyl and R.sub.2 and R.sub.5 together form an alkylene (3 to 4 C) radical and (i) either A=alkyl or phenyl which is unsubstituted or substituted by one or two substituents chosen from halogen, alkyl, alkyloxy, alkylthio, NH.sub.2, alkylamino, dialkylamino, NO.sub.2 or CF.sub.3 or alternatively A=pyridyl, benzyl or cycloalkyl (3 to 6C), Y=S, SO or SO.sub.2 or a radical: ##STR2## in which R.sub.6 =H or alkyl and R.sub.7 =H or alkylcarbonyl, alkyloxycarbonyl, alkylaminocarbonyl or benzoyl, optionally substituted by one or two halogen, alkyl, alkyloxy, alkylthio, NH.sub.2, alkylamino, dialkylamino, NO.sub.2 or CF.sub.3 groups, (ii) or Y and A together form a 1-hydroxycycloalkyl radical, the ring of which contains 5 or 6 C, optionally joined to a benzene ring, it being understood that the alkyl radicals and alkyl parts contain 1 to 4 C as a straight or branched chain, and that the invention relates to all the possible geometric and optical isomers as well as their mixtures. These compounds are useful as antidepressants.

  本发明提供式（I）化合物： ##STR1## 其中R=H、卤素、烷基、烷氧基、烷硫基、NH2、烷基氨基、二烷基氨基或CF3，R3=H或烷基，R4和R5=H且R1和R2=H或烷基，任选被2至4个碳的烯基取代；或者R1和R2一起形成含有4至7个环成员的饱和杂环环，任选含有另一个杂原子如O、S或N，任选被烷基取代；或者R4=H，R1=H或烷基，R2和R5一起形成3至4个碳的亚烷基基团；（i）A=烷基或苯基，未被取代或被一个或两个选自卤素、烷基、烷氧基、烷硫基、NH2、烷基氨基、二烷基氨基、NO2或CF3的取代基取代；或者A=吡啶基、苄基或3至6个碳的环烷基；Y=S、SO或SO2或基团： ##STR2## 其中R6=H或烷基，R7=H或烷基羰基、烷氧基羰基、烷基氨基羰基或苯甲酰基，任选被一个或两个卤素、烷基、烷氧基、烷硫基、NH2、烷基氨基、二烷基氨基、NO2或CF3基团取代；（ii）或者Y和A一起形成1-羟基环烷基基团，其环含有5或6个碳，任选与苯环稠合；其中烷基基团和烷基部分含有1至4个碳，可以是直链或支链；本发明涉及所有可能的几何异构体和光学异构体以及它们的混合物。这些化合物作为抗抑郁药有用。
• The reaction of iodine with vinyltrialkylborates derived from trialkylboranes and trisylhydrazones of methyl ketones. A new method for synthesis of 1,1-dialkylethenes
  作者：Kamlakar Avasthi、Tsutomu Baba、Akira Suzuki

  DOI：10.1016/s0040-4039(00)77746-x

  日期：1980.1

  1,1-Dialkylethenes are readily prepared in good yields from vinyltrialkylborates derived from trialkylboranes and trisylhydrazones of methyl ketones by treatment with iodine.

  通过用碘处理，容易地由衍生自甲基酮的三烷基硼烷和三甲tri的三乙烯基硼酸乙烯基酯容易地以高收率制备1，1-二烷基乙烯。
• Alkenylcuprate reagents from arenesulfonylhydrazones
  作者：Andrew S. Kende、Louis N. Jungheim

  DOI：10.1016/0040-4039(80)80197-3

  日期：1980.1

  The use of ketone 2,4,6-triisopropylbenzenesulfonylhydrazones to generate alkenylcuprate reagents that add in 1,4-fashion to enones is described.

  描述了使用酮2,4,6-三异丙基苯磺酰基hydr生成烯基铜酸盐试剂，该试剂加成1,4-时尚烯酮。
• Palladium-Catalyzed Dearomative Arylvinylation Reaction of Indoles with <i>N</i>-Arylsulfonylhydrazones
  作者：Ren-Xiao Liang、Ke Wang、Quan Wu、Wei-Jian Sheng、Yi-Xia Jia

  DOI：10.1021/acs.organomet.9b00112

  日期：2019.10.28

  arylvinylation reaction of indoles with N-arylsulfonylhydrazones as coupling partners is developed, which proceeds via a domino sequence involving dearomative carbopalladation, Pd-carbene migratory insertion, and regioselective β-hydride elimination. A range of 3-vinylindolines bearing vicinal quaternary and tertiary carbon stereocenters is achieved in moderate yields. The enantioselective reaction was established

  进行了吲哚与N-芳基磺酰基hydr作为偶合伴侣的Pd催化脱芳香芳基乙烯基化反应，该过程通过涉及脱芳香碳巴巴拉德，Pd-卡宾迁移插入和区域选择性β-氢化物消除的多米诺序列进行。以中等收率获得了一系列带有邻位的季碳和叔碳立体中心的3-乙烯基吲哚啉。对映选择性反应是通过使用基于手性BINOL的亚磷酰胺配体建立的，从而产生了具有良好对映体比率和出色的非对映选择性的芳基乙烯基化产物。