N’-(1,3-dioxo-indan-2-ylidene)benzohydrazide | 153885-22-4

• 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’-(1,3-dioxo-indan-2-ylidene)benzohydrazide
• 英文别名: N'-(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)benzohydrazide；N-[(1,3-dioxoinden-2-ylidene)amino]benzamide
• CAS: 153885-22-4
• 化学式: C₁₆H₁₀N₂O₃
• 分子量: 278.267
• InChiKey: WDKQLYHQNBQDHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  水合茚三酮 、 tert-butyl N-[[chloro(phenyl)methylene]amino]carbazate 在 polyethyleneglycol hemisulfates 作用下， 以 水 为溶剂， 反应 0.5h， 以86%的产率得到N’-(1,3-dioxo-indan-2-ylidene)benzohydrazide
  参考文献：
  名称：

  Facile synthesis of ninhydrin and isatin based hydrazones in water using PEG-OSO3H as a highly efficient and homogeneous polymeric acid-surfactant combined catalyst

  摘要：

  The synthesis of a series of biologically important ninhydrin and isatin based hydrazones has been carried out by refluxing easily synthesized novel N'-(chloro-aryl-methylene)-tert-butylcarbazates with ninhydrin and isatins in the presence of PEG-OSO3H as catalyst in water medium. The dual characteristic of PEG-OSO3H as a Bronsted acid as well as a phase-transfer catalyst is successfully exploited in this synthesis. Reduced reaction time, operational simplicity, excellent yields of the products with high purity, and more importantly, easy recoverability, and reusability of the homogeneous polymeric catalyst make the reaction an attractive, economic, and sustainable green synthetic methodology. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.105

文献信息

• Dérivés d'indane-1, 3-dione et d'indane-1,2,3-trione, leurs procédés de préparation et leur application en thérapeutique
  申请人：INNOTHERA

  公开号：EP0566446A1

  公开（公告）日：1993-10-20

  Composés utiles en thérapeutique de formule : dans laquelle R₂ et R₃ représentent indépendamment l'un de l'autre H, alkoxy en C₁-C₄ ou OH et (A, B) = (oxygène, oxygène) auquel cas l'un parmi R et R₁ représente OH, halogène, amino secondaire ou amine tertiaire et l'autre représente NHCOR₄, NHNHCOR₅ ou NHNHCOCONH₂ ou bien R et R₁ forment ensemble =N-NH-CO-R'₅, =N-NH-CO-CO-NH₂, = N-NH-R₆, =N-R₇, =N-O-CO-R₈ ou = C(CH₃)-NH-NH-CO-R₉ ; ou (A, B) = (N-NH-CX-NHR₁₀, oxygène) auquel cas R et R₁ forment ensemble =N-OH.

  可用于配方治疗的化合物 ： 其中 R₂ 和 R₃ 各自独立地代表 H、C₁-C₄ 烷氧基或 OH 以及 (A, B) = (氧, 氧)，在这种情况下，R 和 R₁ 中的一个代表 OH、卤素、仲胺或叔胺，另一个代表 NHCOR₄、NHNHCOR₅ 或 NHNHCOCONH₂ 或 R 和 R₁ 共同形成 =N-NH-CO-R'₅、=N-NH-CO-CO-NH₂、=N-NH-R₆、=N-R₇、=N-O-CO-R₈ 或 = C(CH₃)-NH-NH-CO-R₉ ；或（A，B）＝（N-NH-CX-NHR₁₀，氧），在这种情况下，R 和 R₁ 共同形成＝N-OH。
• US5648381A
  申请人：——

  公开号：US5648381A

  公开（公告）日：1997-07-15
• [EN] INDAN-1,3-DIONE AND INDAN-1,2,3-TRIONE DERIVATIVES, PROCESSES FOR PREPARATION OF SAME AND THEIR USE AS THERAPEUTIC AGENTS<br/>[FR] DERIVES D'INDANE-1,3-DIONE ET D'INDANE-1,2,3-TRIONE, LEURS PROCEDES DE PREPARATION ET LEUR APPLICATION EN THERAPEUTIQUE
  申请人：INNOTHERA

  公开号：WO1993020046A1

  公开（公告）日：1993-10-14

  (EN) Compounds of formula (I) used as therapeutic agents in which R2 and R3 are independently H, C1-C4 alkoxy or OH and (A, B) = (oxygen, oxygen) in which case either R or R1 is OH, halogen, secondary amino or tertiary amine while the other denotes NHCOR4, NHNHCOR5 or NHNHCOCONH2 or R and R1 together form =N-NH-CO-R'5, =N-NH-CO-CO-NH2, =N-NH-R6, =N-R7, =N-O-CO-R8 or =C(CH3)-NH-NH-CO-R9; or (A,B) = (N-NH-CX-NHR10, oxygen) in which case R and R1 together form =N-OH.(FR) Composés utiles en thérapeutique de formule (I) dans laquelle R2 et R3 représentent indépendamment l'un de l'autre H, alkoxy en C1-C4 ou OH et (A, B) = (oxygène, oxygène), auquel cas l'un parmi R et R1 représente OH, halogène, amino secondaire ou amine tertiaire et l'autre représente NHCOR4, NHNHCOR5 ou NHNHCOCONH2 ou bien R et R1 forment ensemble =N-NH-CO-R'5, =N-NH-CO-CO-NH2, =N-NH-R6, =N-R7, =N-O-CO-R8 ou =C(CH3)-NH-NH-CO-R9; ou (A, B) = (N-NH-CX-NHR10, oxygène), auquel cas R et R1 forment ensemble =N-OH.
• Facile synthesis of ninhydrin and isatin based hydrazones in water using PEG-OSO3H as a highly efficient and homogeneous polymeric acid-surfactant combined catalyst
  作者：Kamalesh Debnath、Sudipta Pathak、Animesh Pramanik

  DOI：10.1016/j.tetlet.2013.05.105

  日期：2013.7

  The synthesis of a series of biologically important ninhydrin and isatin based hydrazones has been carried out by refluxing easily synthesized novel N'-(chloro-aryl-methylene)-tert-butylcarbazates with ninhydrin and isatins in the presence of PEG-OSO3H as catalyst in water medium. The dual characteristic of PEG-OSO3H as a Bronsted acid as well as a phase-transfer catalyst is successfully exploited in this synthesis. Reduced reaction time, operational simplicity, excellent yields of the products with high purity, and more importantly, easy recoverability, and reusability of the homogeneous polymeric catalyst make the reaction an attractive, economic, and sustainable green synthetic methodology. (C) 2013 Elsevier Ltd. All rights reserved.