N-(2-氨基苯甲酰氧基)琥珀酰亚胺 | 55668-30-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(2-氨基苯甲酰氧基)琥珀酰亚胺
• 英文名称: 2,5-dioxopyrrolidin-1-yl 2-aminobenzoate
• 英文别名: N-(o-Aminobenzoyloxy)succinimide；(2,5-dioxopyrrolidin-1-yl) 2-aminobenzoate
• CAS: 55668-30-9
• 化学式: C₁₁H₁₀N₂O₄
• 分子量: 234.211
• InChiKey: DRXOKQWAMJXUJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  89.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(2-氨基苯甲酰氧基)琥珀酰亚胺 在 sodium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.08h， 生成 spiro<3H-1,4-benzodiazepine-3,1'-cyclopropane>-2,5(1H,4H)-dione
  参考文献：
  名称：

  Stewart, Frederick H. C., Australian Journal of Chemistry, 1983, vol. 36, # 8, p. 1629 - 1638

  摘要：

  DOI：
• 作为产物：
  描述：

  2,5-dioxopyrrolidin-1-yl formate 、 2-碘苯胺 在 palladium diacetate 、 三乙胺 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 2-甲基四氢呋喃 为溶剂， 反应 10.0h， 以82%的产率得到N-(2-氨基苯甲酰氧基)琥珀酰亚胺
  参考文献：
  名称：

  Palladium-Catalyzed Carbonylation of (Hetero)Aryl, Alkenyl and Allyl Halides by Means of N-Hydroxysuccinimidyl Formate as CO Surrogate

  摘要：

  An efficient Pd-catalyzed carbonylation protocol is described for the coupling of a large panel of aryl, heteroaryl, benzyl, vinyl and allyl halides 2 with the unusual N-hydroxysuccinimidyl (NHS) formate 1 as a CO surrogate to afford the corresponding valuable NHS esters 3. High conversion to the coupling products was achieved with up to 98% yield by means of Pd(OAc)(2)/Xantphos catalyst system.

  DOI：

  10.1021/acs.joc.5b01119

文献信息

• Aniline-terminated DNA catalyzes rapid DNA–hydrazone formation at physiological pH
  作者：Dylan W. Domaille、Jennifer N. Cha

  DOI：10.1039/c4cc00292j

  日期：——

  We integrated aniline organocatalytic hydrazone formation into a DNA-templated variant to increase the rate of DNA–hydrazone formation in a sequence-specific manner. Through systematic optimizations of the aniline organocatalyst, we were able to identify a derivative that is capable of accelerating the rate of DNA–hydrazone formation by more than 85-fold above that of the uncatalyzed variant.

  我们将苯胺有机催化的腙酮形成集成到DNA模板变体中，以特定序列的方式增加DNA-腙酮形成的速率。通过对苯胺有机催化剂的系统优化，我们能够确定一种衍生物，能够将DNA-腙酮形成的速率加速超过未催化变体的85倍以上。
• Reactions of N-Hydroxysuccinimide Esters of Anthranilic Acids with Anions of .BETA.-Keto Esters. A New Route to 4-Oxo-3-quinolinecarboxylic Acid Derivatives.
  作者：Christos MITSOS、Alexandros ZOGRAFOS、Olga IGGLESSI-MARKOPOULOU

  DOI：10.1248/cpb.48.211

  日期：——

  A new approach for the synthesis of 4-oxo-3-quinolinecarboxylic acid derivtives is described. This methodology involves the C-acylation of the anions of appropriate β-keto esters with novel N-hydroxysuccinimide esters of anthranilic acids. The intermediate C-acylation products 3 are spontaneously cyclized to afford 3-ethoxycarbonyl-4-oxoquinoline derivatives 4. The introduction of a variety of substituents at positins 1 and 2 of the quinoline ring is feasible with the selection of suitable anthranilic acids and β-keto esters. The structure of the obtained 2-substituted 3-ethoxycarbonyl-4-oxoquinolines was confirmed by IR and NMR spectral data.

  本文介绍了一种合成 4-氧代-3-喹啉羧酸衍生物的新方法。该方法包括将适当的 β-酮酯阴离子与新型 N-羟基琥珀酰亚胺蒽酸酯进行 C-酰化。中间的 C-酰化产物 3 自发环化生成 3-乙氧羰基-4-氧代喹啉衍生物 4。通过选择合适的蒽酸和 β-酮酯，可以在喹啉环的阳离子 1 和 2 上引入各种取代基。红外光谱和核磁共振光谱数据证实了所获得的 2-取代 3-乙氧羰基-4-氧代喹啉的结构。
• COMPOSITIONS, SYNTHESIS, AND METHODS OF UTILIZING QUINAZOLINEDIONE DERIVATIVES
  申请人：Bhat Laxminarayan

  公开号：US20100222359A1

  公开（公告）日：2010-09-02

  The present invention provides quinazolinedione derivatives which can be advantageously used for treating schizophrenia and related psychoses such as acute manic, bipolar disorder, autistic disorder, depression and dementia.

  本发明提供了喹唑啉二酮衍生物，可优势地用于治疗精神分裂症和相关精神病，如急性躁狂、双相障碍、自闭症、抑郁症和痴呆症。
• Active Esters of Anthranilic Acid;<i>N</i>-(<i>o</i>-Aminobenzoyloxy)-imides as Reagents for<i>o</i>-Aminobenzoylation
  作者：Charles Hinman、Keith Vaughan

  DOI：10.1055/s-1980-29185

  日期：——
• HINMAN C.; VAUGHAN K., SYNTHESIS, 1980, NO 9, 719-721
  作者：HINMAN C.、 VAUGHAN K.

  DOI：——

  日期：——