(2,5-Dichloro-phenyl)-methoxymethyl-amine | 163774-07-0

• 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: (2,5-Dichloro-phenyl)-methoxymethyl-amine
• 英文别名: 2,5-Dichloro-N-(methoxymethyl)benzenamine；2,5-dichloro-N-(methoxymethyl)aniline
• CAS: 163774-07-0
• 化学式: C₈H₉Cl₂NO
• 分子量: 206.072
• InChiKey: MJBVQUHHBJRRBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2,5-Dichloro-phenyl)-methoxymethyl-amine 在 叠氮基三甲基硅烷 、 四氯化钛 作用下， 生成 Azidomethyl-(2,5-dichloro-phenyl)-amine
  参考文献：
  名称：

  TiCl₄Induced N-Methyleneamine Equivalents. 2¹. First Synthesis of Anilinomethylazides

  摘要：

  TiCl4 induced N-methyleneamine equivalents from N-(methoxymethyl)anilines or 1,3,5-triphenylhexahydro-1,3,5-triazines were reacted with trimethylsilylazide to give anilinomethylazides.

  DOI：

  10.1080/00397919508012658

文献信息

• A new synthesis of aziridine-2-carboxylates: Reaction of hexahydro-1,3,5-triazines or N-methoxymethylanilines with alkyl diazoacetates in the presence of lewis acid
  作者：Hyun-Joon Ha、Jang-Min Suh、Kyung-Ho Kang、Young-Gil Ahn、Oksoo Han

  DOI：10.1016/s0040-4020(97)10358-1

  日期：1998.1

  Aziridine-2-carboxylates were prepared from the reaction of hexahydro-1,3,5-triazines or N-methoxymethylanilines with alkyl diazoacetates in the presence of Lewis acid catalyst in high yield. (C) 1997 Elsevier Science Ltd. All rights reserved.
• Ha, Hyun-Joon; Ahn, Young-Gil; Chon, Jung-Kyoon, Journal of the Chemical Society. Perkin transactions I, 1995, # 20, p. 2631 - 2634
  作者：Ha, Hyun-Joon、Ahn, Young-Gil、Chon, Jung-Kyoon

  DOI：——

  日期：——
• Addition of 1-Boc-2-tert-butyldimethylsilyloxypyrrole to N-Methyleneamine Equivalents: Synthesis of 1-Boc-5-aminomethyl-2,5-dihydropyrrol-2-ones and 1-Boc-2-oxo-1,7,9-triazaspiro[4,5]dec-3-enes
  作者：Hyun-Joon Ha、Jang-Min Suh、Young-Gil Ahn、Yongkwan Dong、Hoseop Yun

  DOI：10.3987/com-98-s(h)29

  日期：——

  N-Methyleneamine equivalents generated from 1,3,5-triphenylhexahydro-1,3,5-triazines or N-methoxymethylanilines reacted with 1-Boc-2-tert-butyldimethylsilyloxypyrrole to give 1-Boc-5-anilinomethyl-2,5-dihydropyrrol-2-ones. However, the same reaction from 1,3,5-trialkylhexahydro-1,3,5-triazines yielded unexpected product of 1-Boc-7,9-dialkyl-2-oxo-1,7,9-triazaspiro[4,5]dec-3-enes.
• Addition of Propargyltrimethylsilane to N-Methyleneamine Equivalents: Generation and Electrophilic Cyclization of Vinylic Carbocations
  作者：Hyun-Joon Ha、Young-Seong Lee、Young-Gil Ahn

  DOI：10.3987/com-97-7943

  日期：——

  Lewis acid induced N-methyleneamine equivalents from N-(methoxymethyl)anilines or 1,3,5-triphenylhexahydro-1,3,5-triazines reacted with propargyltrimethylsilanes to give N-buta-2,3-dienylanilines, 4-methylene-1,2,3,4-tetrahydroquinolines and its oxidized product of 4-methylquinolines. These products came from branching reactions of the elimination and electrophilic aromatic substitution from the same vinylic carbocation intermediate.
• Addition of 2-Trimethylsilyloxyfuran to Catalytically Generated N-Methyleneamine Equivalents: Synthesis of 5-Aminomethyl-2,5-dihydrofuran-2-ones
  作者：Hyun-Joon Ha、Kyung-Ho Kang、Young-Gil Ahn、Seung-Jun Oh

  DOI：10.3987/com-96-7650

  日期：——

  Catalytically generated N-methyleneamine equivalents from N-methoxymethylanilines, 1,3,5-triphenyl- and 1,3,5-tribenzylhexahydro-1,3,5-triazines in the presence of Lewis acid reacted with 2-trimethylsilyloxyfuran to give 5-aminomethyl-2,5-dihydrofuran-2-ones in high yield.