N-benzoyl-N'-(4-nitro-phenyl)-guanidine

• 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-benzoyl-N'-(4-nitro-phenyl)-guanidine
• 英文别名: N-Benzoyl-N'-(4-nitro-phenyl)-guanidin；N-[N'-(4-nitrophenyl)carbamimidoyl]benzamide
• 化学式: C₁₄H₁₂N₄O₃
• 分子量: 284.274
• InChiKey: MVTFLGZOUNQHSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-benzoyl-N'-(4-nitrophenyl)thiourea 在 叔丁基过氧化氢 、 氨 、 三乙胺 作用下， 以 水 、 乙腈 为溶剂， 反应 18.0h， 以75%的产率得到N-benzoyl-N'-(4-nitro-phenyl)-guanidine
  参考文献：
  名称：

  A simple one-pot methodology for the synthesis of substituted benzoylguanidines from benzoylthioureas using tert-butyl hydroperoxide

  摘要：

  The potential of tert-butyl hydroperoxide as a reagent in the guanylation of benzoylthioureas in the presence of amines has been evaluated in a systematic study involving substrates bearing N-2-substituents with different electronic properties. The results show that (BuOOH)-Bu-t is a suitable and robust reagent for the synthesis of either N-1,N-2,N-3-tri- and tetrasubstituted or N-1,N-2-disubstituted guanidines from N-2-substituted N-1-benzoylthioureas and N-1-benzoylthioureas, respectively. The recrystallised guanylation adducts were readily obtained in good yields and at high purity levels after a simple one-pot reaction procedure. The crystal structures of two novel benzoylguanidines are provided. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.10.088

文献信息

• Arndt; Rosenau, Chemische Berichte, 1917, vol. 50, p. 1261
  作者：Arndt、Rosenau

  DOI：——

  日期：——
• A simple one-pot methodology for the synthesis of substituted benzoylguanidines from benzoylthioureas using tert-butyl hydroperoxide
  作者：Henrique Esteves、Ângelo de Fátima、Rosane de P. Castro、José R. Sabino、Fernando Macedo、Tiago Oliveira Brito

  DOI：10.1016/j.tetlet.2015.10.088

  日期：2015.12

  The potential of tert-butyl hydroperoxide as a reagent in the guanylation of benzoylthioureas in the presence of amines has been evaluated in a systematic study involving substrates bearing N-2-substituents with different electronic properties. The results show that (BuOOH)-Bu-t is a suitable and robust reagent for the synthesis of either N-1,N-2,N-3-tri- and tetrasubstituted or N-1,N-2-disubstituted guanidines from N-2-substituted N-1-benzoylthioureas and N-1-benzoylthioureas, respectively. The recrystallised guanylation adducts were readily obtained in good yields and at high purity levels after a simple one-pot reaction procedure. The crystal structures of two novel benzoylguanidines are provided. (C) 2015 Elsevier Ltd. All rights reserved.
• Exploring the antileishmanial activity of <i>N</i>¹,<i>N</i>²-disubstituted-benzoylguanidines: synthesis and molecular modeling studies
  作者：Kaio Maciel de Santiago-Silva、Bruna Taciane da Silva Bortoleti、Tiago de Oliveira Brito、Ivete Conchon Costa、Camilo Henrique da Silva Lima、Fernando Macedo、Milena Menegazzo Miranda-Sapla、Wander Rogério Pavanelli、Marcelle de Lima Ferreira Bispo

  DOI：10.1080/07391102.2021.1959403

  日期：2022.12.12