N,N-bis(2-hydroxyphenyl)formamide | 70133-92-5

• 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,N-bis(2-hydroxyphenyl)formamide
• 英文别名: 2,2'-dihydroxy-N-formyl-diphenylamine
• CAS: 70133-92-5
• 化学式: C₁₃H₁₁NO₃
• 分子量: 229.235
• InChiKey: GBOGNFLCEJXBTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N-bis(2-hydroxyphenyl)formamide 在 盐酸 、 水 、 碘 、 potassium carbonate 作用下， 以 甲醇 、 甲苯 、 乙腈 为溶剂， 反应 211.0h， 生成 (7S,18S)-7,18-dimethyl-6,7,9,10,12,13,15,16,18,19-decahydro-25H-1,25-ethanodibenzo[q,t]^{1,4,7,10,13,16,19}hexaoxazacycloheneicosin-26,27-dione
  参考文献：
  名称：

  含有羧基的新型对映纯二甲基取代的d啶-冠醚的合成和pKa测定：对映体识别研究的有用候选物。

  摘要：

  在对cr啶环[[ S，S）-8，（S，S）-9，（R，R）-10 ]合成。新冠醚[（S，S）‐8，（S，S）‐9，（R，R）‐10 ]和较早报告的大环化合物[（R，R）‐2 ]的p K a值用UV-pH滴定法测定。冠醚（S，S）-8通过共价键连接到硅胶上，并通过高效液相色谱（HPLC）研究了新制备的手性固定相[（S，S）-CSP- 12 ]的对映体分离能力。观察到手性偏爱，对1-NEA的对映异构体实现了最佳分离。配体（S，S）-9和（R，R）-10是质子化伯胺，氨基酸及其衍生物的对映异构体的对映选择性传感器和选择分子的前体。

  DOI：

  10.1002/chir.22721
• 作为产物：
  描述：

  N,N-bis(2-methoxyphenyl)formamide 在 三氯化铝 作用下， 以 氯苯 为溶剂， 反应 4.0h， 以95%的产率得到N,N-bis(2-hydroxyphenyl)formamide
  参考文献：
  名称：

  Preparation of a new chiral acridino-18-crown-6 ether-based stationary phase for enantioseparation of racemic protonated primary aralkyl amines

  摘要：

  Starting from commercially available and relatively cheap chemicals first enantiopure dimethyl-substituted monoaza-18-crown-6 ether (R,R)-21 containing a diphenylamine unit was prepared, which was then transformed to dimethyl-substituted acridino-18-crown-6 ligand (R,R)-19 having an N-allyl-carbamoyl linker by several steps. The terminal double bond of the latter made possible to attach (R,R)19 to gamma-mercaptopropyl-functionalized spherical HPLC quality silica gel obtaining a new chiral stationary phase (R,R)-CSP-37. Based on electronic circular dichroism (ECD) studies the N-allyl-carbamoyl group attached to the acridine ring of the chiral host (R,R)-19 does weaken exciton interaction between the host and guest molecules, but does not destroy the discriminating power of the chiral host. An HPLC column filled with (R,R)-CSP-37 was tested for the en anti oseparation of racemic 1-(1-naphthyl)- and 1-(2-naphthyl)ethylamine hydrogenperchlorates using isocratic conditions. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.09.056

文献信息

• Dibenzo[d,g][1,3,6]dioxazocine derivatives
  申请人：Egyt Gyogyszervegyeszeti Gyar

  公开号：US04208410A1

  公开（公告）日：1980-06-17

  This invention relates to novel dibenzo[d,g][1,3,6]dioxazocine derivatives represented by the general formula I ##STR1## wherein R.sub.1 and R.sub.2 independently represent hydrogen, halogen, cyano or trifluoromethyl, Y stands for hydrogen or a group of formula ##STR2## wherein A stands for a straight or branched chained alkylene having from 2 to 5 carbon atoms and R.sub.3 and R.sub.4 independently stand for an alkyl having from 1 to 4 carbon atoms, or R.sub.3 and R.sub.4 together with the nitrogen atom they are attached to and optionally together with a further nitrogen atom or with an additional oxygen atom may form a five- or six-membered heterocyclic ring optionally substituted with an alkyl having from 1 to 4 carbon atoms, and pharmaceutically acceptable acid addition salts thereof formed with an inorganic or organic acid. The above compounds possess valuable pharmaceutical properties, for instance they are effective local anaesthetics and can be used for treating Parkinson syndrome.

  该发明涉及一种由通式I表示的新型二苯并[d,g][1,3,6]二噁唑啉衍生物，其中R.sub.1和R.sub.2独立地代表氢、卤素、氰基或三氟甲基，Y代表氢或具有通式的基团##STR2##其中A代表具有2到5个碳原子的直链或支链烷基，R.sub.3和R.sub.4独立地代表具有1到4个碳原子的烷基，或者R.sub.3和R.sub.4与它们所连接的氮原子一起，并且可选地与另一个氮原子或额外的氧原子一起形成一个含有1到4个碳原子的烷基的五元或六元杂环环，其与无机或有机酸形成的药用可接受的酸加盐。上述化合物具有有价值的药物特性，例如它们是有效的局部麻醉剂，可用于治疗帕金森综合症。
• US4208410A
  申请人：——

  公开号：US4208410A

  公开（公告）日：1980-06-17
• US4229350A
  申请人：——

  公开号：US4229350A

  公开（公告）日：1980-10-21
• Synthesis and p<i>K</i> _a determination of new enantiopure dimethyl-substituted acridino-crown ethers containing a carboxyl group: Useful candidates for enantiomeric recognition studies
  作者：Tamás Németh、Gergő Dargó、József Levente Petró、Zsófia Petrik、Sándor Lévai、Balázs Krámos、Zoltán Béni、József Nagy、György Tibor Balogh、Péter Huszthy、Tünde Tóth

  DOI：10.1002/chir.22721

  日期：2017.9

  New enantiopure dimethyl‐substituted acridino‐18‐crown‐6 and acridino‐21‐crown‐7 ethers containing a carboxyl group at position 9 of the acridine ring [(S,S)‐8, (S,S)‐9, (R,R)‐10] were synthesized. The pKa values of the new crown ethers [(S,S)‐8, (S,S)‐9, (R,R)‐10] and of an earlier reported macrocycle [(R,R)‐2] were determined by UV‐pH titrations. Crown ether (S,S)‐8 was attached to silica gel by

  在对cr啶环[[ S，S）-8，（S，S）-9，（R，R）-10 ]合成。新冠醚[（S，S）‐8，（S，S）‐9，（R，R）‐10 ]和较早报告的大环化合物[（R，R）‐2 ]的p K a值用UV-pH滴定法测定。冠醚（S，S）-8通过共价键连接到硅胶上，并通过高效液相色谱（HPLC）研究了新制备的手性固定相[（S，S）-CSP- 12 ]的对映体分离能力。观察到手性偏爱，对1-NEA的对映异构体实现了最佳分离。配体（S，S）-9和（R，R）-10是质子化伯胺，氨基酸及其衍生物的对映异构体的对映选择性传感器和选择分子的前体。
• Preparation of a new chiral acridino-18-crown-6 ether-based stationary phase for enantioseparation of racemic protonated primary aralkyl amines
  作者：Szilvia Lakatos、József Fetter、Ferenc Bertha、Péter Huszthy、Tünde Tóth、Viktor Farkas、György Orosz、Miklós Hollósi

  DOI：10.1016/j.tet.2007.09.056

  日期：2008.2

  Starting from commercially available and relatively cheap chemicals first enantiopure dimethyl-substituted monoaza-18-crown-6 ether (R,R)-21 containing a diphenylamine unit was prepared, which was then transformed to dimethyl-substituted acridino-18-crown-6 ligand (R,R)-19 having an N-allyl-carbamoyl linker by several steps. The terminal double bond of the latter made possible to attach (R,R)19 to gamma-mercaptopropyl-functionalized spherical HPLC quality silica gel obtaining a new chiral stationary phase (R,R)-CSP-37. Based on electronic circular dichroism (ECD) studies the N-allyl-carbamoyl group attached to the acridine ring of the chiral host (R,R)-19 does weaken exciton interaction between the host and guest molecules, but does not destroy the discriminating power of the chiral host. An HPLC column filled with (R,R)-CSP-37 was tested for the en anti oseparation of racemic 1-(1-naphthyl)- and 1-(2-naphthyl)ethylamine hydrogenperchlorates using isocratic conditions. (c) 2007 Elsevier Ltd. All rights reserved.