3-Chloro-2-isopropylamino-5-nitro-[1,4]naphthoquinone

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-Chloro-2-isopropylamino-5-nitro-[1,4]naphthoquinone
• 英文别名: 1,4-Naphthalenedione, 3-chloro-2-[(1-methylethyl)amino]-5-nitro-；3-chloro-5-nitro-2-(propan-2-ylamino)naphthalene-1,4-dione
• 化学式: C₁₃H₁₁ClN₂O₄
• 分子量: 294.694
• InChiKey: AUJIOIMXGWRETJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  92
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,3-二氯-5-硝基-1,4-萘醌 、 异丙胺 在 FDMP resin 、 三乙酰氧基硼氢化钠 、 溶剂黄146 、 2,6-二叔丁基吡啶 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 、 二氯甲烷 为溶剂， 反应 18.25h， 生成 3-Chloro-2-isopropylamino-5-nitro-[1,4]naphthoquinone 、 2-Chloro-3-isopropylamino-5-nitro-[1,4]naphthoquinone
  参考文献：
  名称：

  Solid-phase synthesis of 2-amino-3-chloro-5- and 8-nitro-1,4-naphthoquinones: a new and general colorimetric test for resin-bound amines

  摘要：

  Treatment of resin-bound primary or secondary alkyl and arylamines with 2,3-dichloro-5-nitro-1,4-naphthoquinone leads to the rapid formation of intensely colored (red) beads. The resulting 2-amino-3-chloro-5- and 8-nitro-1,4-naphthoquinones can be cleaved rapidly from acid-labile supports in high yields and purities. The reaction is of value as a sensitive and general qualitative test for amino groups on-resin that can be followed by cleavage for characterization and quantification of the chromogen(s) responsible for the color. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.01.049

文献信息

• Solid-phase synthesis of 2-amino-3-chloro-5- and 8-nitro-1,4-naphthoquinones: a new and general colorimetric test for resin-bound amines
  作者：Christopher Blackburn

  DOI：10.1016/j.tetlet.2005.01.049

  日期：2005.2

  Treatment of resin-bound primary or secondary alkyl and arylamines with 2,3-dichloro-5-nitro-1,4-naphthoquinone leads to the rapid formation of intensely colored (red) beads. The resulting 2-amino-3-chloro-5- and 8-nitro-1,4-naphthoquinones can be cleaved rapidly from acid-labile supports in high yields and purities. The reaction is of value as a sensitive and general qualitative test for amino groups on-resin that can be followed by cleavage for characterization and quantification of the chromogen(s) responsible for the color. (C) 2005 Elsevier Ltd. All rights reserved.