N-Boc-O-(2,5-dichloro-4-nitrophenyl)hydroxylamine | 426224-87-5

• 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-Boc-O-(2,5-dichloro-4-nitrophenyl)hydroxylamine
• 英文别名: tert-Butyl (2,5-dichloro-4-nitrophenoxy)carbamate；tert-butyl N-(2,5-dichloro-4-nitrophenoxy)carbamate
• CAS: 426224-87-5
• 化学式: C₁₁H₁₂Cl₂N₂O₅
• 分子量: 323.133
• InChiKey: LPHMUMSIJQAGBH-UHFFFAOYSA-N

物化性质

• 密度：
  1.420±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  93.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-Boc-O-(2,5-dichloro-4-nitrophenyl)hydroxylamine 在 potassium hydrogencarbonate 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 以29%的产率得到tert-butyl N-(2,5-dichloro-4-nitrophenyl)-N-hydroxycarbamate
  参考文献：
  名称：

  Novel, base-promoted reaction of N-alkoxycarbonyl-O-(halosubstituted 4-nitrophenyl)hydroxylamines

  摘要：

  This paper describes base-promoted reactions of N-alkoxycarbonyl-O-(nitrophenyl)hydroxylamines which contain a halogen attached to the aromatic ring. The reaction is promoted under mild conditions (NaHCO3, or K2CO3) and provides the N-alkoxycarbonyl-N-hydroxyaniline. In a crossover experiment, some scrambling was observed which suggests that the reaction is inter- and intramolecular in nature. N-Boc-(2,6-di-Cl-4-NO2-phenyl)hydroxylamine was also found to N-Boc aminate Bn2NH to form the protected hydrazine in modest yield. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01536-8
• 作为产物：
  描述：

  N-羟基氨基甲酸叔丁酯 、 2,4,5-三氯硝基苯 在 氢氧化钾 作用下， 以 异丙醇 为溶剂， 生成 N-Boc-O-(2,5-dichloro-4-nitrophenyl)hydroxylamine
  参考文献：
  名称：

  Novel, base-promoted reaction of N-alkoxycarbonyl-O-(halosubstituted 4-nitrophenyl)hydroxylamines

  摘要：

  This paper describes base-promoted reactions of N-alkoxycarbonyl-O-(nitrophenyl)hydroxylamines which contain a halogen attached to the aromatic ring. The reaction is promoted under mild conditions (NaHCO3, or K2CO3) and provides the N-alkoxycarbonyl-N-hydroxyaniline. In a crossover experiment, some scrambling was observed which suggests that the reaction is inter- and intramolecular in nature. N-Boc-(2,6-di-Cl-4-NO2-phenyl)hydroxylamine was also found to N-Boc aminate Bn2NH to form the protected hydrazine in modest yield. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01536-8

文献信息

• Electrophilic <i>N</i>-Amination of Two Quinazoline-2,4-diones Using Substituted (Nitrophenyl)hydroxylamines
  作者：David C. Boyles、Timothy T. Curran、Parlett、Mark Davis、Frank Mauro

  DOI：10.1021/op010239f

  日期：2002.5.1

  The preparation of a few (nitrophenyl)hydroxylamines and reaction with two quinazoline-2,4-diones is described. The electrophilic aminating agents were assessed in terms of yield for the N-amination of two quinazoline-2,4-diones and safety considerations for rapid scale-up. For the amination of the described system, the best yield and the highest onset temperature were found in the same aminating agent

  描述了几种（硝基苯基）羟胺的制备和与两种喹唑啉-2,4-二酮的反应。根据两种喹唑啉-2,4-二酮的 N-胺化的产率和快速放大的安全考虑来评估亲电胺化剂。对于所述体系的胺化，在相同的胺化剂中发现了最好的产率和最高的起始温度，特别是（4-硝基苯基）羟胺。