4-乙氧基-N,N-二乙基苯胺 | 67272-97-3

• 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: 4-乙氧基-N,N-二乙基苯胺
• 英文名称: 4-Ethoxy-benzoic acid-diethylamide
• 英文别名: 4-ethoxy-N,N-diethylbenzamide；4-ethoxy-benzoic acid diethylamide；4-Aethoxy-benzoesaeure-diaethylamid
• CAS: 67272-97-3
• 化学式: C₁₃H₁₉NO₂
• mdl: MFCD01216120
• 分子量: 221.299
• InChiKey: BNKLTZHPOPBYQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-乙氧基-N,N-二乙基苯胺 在 Schwartz's reagent 作用下， 以 四氢呋喃 为溶剂， 生成 4-乙氧基苯甲醛
  参考文献：
  名称：

  Mild and Selective Hydrozirconation of Amides to Aldehydes Using Cp₂Zr(H)Cl:  Scope and Mechanistic Insight

  摘要：

  An investigation of the use of Cp2Zr(H)Cl (Schwartz's reagent) to reduce a variety of amides to the corresponding aldehydes under very mild reaction conditions and in high yields is reported. A range of tertiary amides, including Weinreb's amides, can be converted directly to the corresponding aldehydes with remarkable chemoselectivity. Primary and secondary amides proved to be viable substrates for reduction as well, although the yields were somewhat diminished as compared to the corresponding tertiary amides. Results from NMR experiments suggested the presence of a stable, 18-electron zirconacycle intermediate that presumably affords the aldehyde upon water or silica gel workup. A series of competition experiments revealed a preference of the reagent for substrates in which the lone pair of the nitrogen is electron releasing and thus more delocalized across the amide bond by resonance. This trend accounts for the observed excellent selectivity for tertiary amides versus esters. Experiments regarding the solvent dependence of the reaction suggested a kinetic profile similar to that postulated for the hydrozirconation of alkenes and alkynes. Addition of p-anisidine to the reaction intermediate resulted in the formation of the corresponding imine mimicking the addition of water that forms the aldehyde.

  DOI：

  10.1021/ja066362+
• 作为产物：
  描述：

  对乙氧基苯甲酸 以 氯化亚砜 为溶剂， 生成 4-乙氧基-N,N-二乙基苯胺
  参考文献：
  名称：

  Derivatives of 4-(thio- or selenoxanthene-9-ylidene)-piperidine or acridine and its use as a selective 5-HT2B receptor antagonist

  摘要：

  本发明涉及4-(硫或硒芴-9-亚基)-哌啶或吖啶的衍生物及其药学上可接受的盐，根据该式使用这些化合物作为药物治疗可以通过5-HT2B拮抗剂治疗缓解的疾病状态，并用于制造药物。

  公开号：

  EP1306376A1

文献信息

• Derivatives of 4-(Thio- or Selenoxanthene-9-ylidene)-piperidine or acridine and its use as a selective 5-HT2B receptor antagonist
  申请人：——

  公开号：US20030166672A1

  公开（公告）日：2003-09-04

  The present invention relates to derivatives of 4-(Thio- or Selenoxanthene-9-ylidene)-piperidine or acridine and pharmaceutically acceptable salts thereof, use of these compounds as a medicament and for the manufacture of a medicament for treatment of a disease state which can be alleviated by treatment with a 5-HT2B antagonist.

  本发明涉及4-(硫或硒-9-亚甲基黄色素基)-哌啶或吖啶的衍生物及其药学上可接受的盐，这些化合物作为药物的使用，用于制造治疗可通过5-HT2B拮抗剂治疗缓解的疾病状态的药物。
• DERIVATIVES OF 4-(THIO-OR SELENOXANTHENE-9-YLIDENE)-PIPERIDINE OR ACRIDINE AND ITS USE AS A SELECTIVE 5-HT2B RECEPTOR ANTAGONIST
  申请人：Lubbert Hermann

  公开号：US20060183905A1

  公开（公告）日：2006-08-17

  The present invention relates to derivatives of 4-(Thio- or Selenoxanthene-9-ylidene)-piperidine or acridine and pharmaceutically acceptable salts thereof, use of these compounds as a medicament and for the manufacture of a medicament for treatment of a disease state which can be alleviated by treatment with a 5-HT2B antagonist.

  本发明涉及4-（硫或硒萘茶酚-9-基亚甲基）-哌啶或吖啶的衍生物及其药学上可接受的盐，以及这些化合物作为药物的用途，用于制造用于治疗可以通过5-HT2B拮抗剂治疗缓解的疾病状态的药物。
• INSECT REPELLENTS. III. N,N-DIETHYLAMIDES¹
  作者：E. T. McCABE、W. F. BARTHEL、S. I. GERTLER、S. A. HALL

  DOI：10.1021/jo01369a003

  日期：1954.4
• DERIVATIVES OF 4-(THIO- OR SELENOXANTHENE-9-YLIDENE)-PIPERIDINE OR ACRIDINE AND ITS USE AS A SELECTIVE 5-HT2B RECEPTOR ANTAGONIST
  申请人：Biofrontera Pharmaceuticals GmbH

  公开号：EP1438307A2

  公开（公告）日：2004-07-21
• US7060711B2
  申请人：——

  公开号：US7060711B2

  公开（公告）日：2006-06-13