6-chloro-N,N'-bis-(2,4-dichloro-phenyl)-[1,3,5]triazine-2,4-diamine | 2272-31-3

• 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: 6-chloro-N,N'-bis-(2,4-dichloro-phenyl)-[1,3,5]triazine-2,4-diamine
• 英文别名: 6-Chlor-2.4-bis-<2.4-dichlor-anilino>-<1.3.5>triazin；2-Chlor-4.6-bis-<2.4-dichlor-anilino>-1.3.5-triazin；2-Chlor-4.6-bis-<2.4-dichlor-anilino>-triazin；6-chloro-N,N'-bis(2,4-dichlorophenyl)-1,3,5-triazine-2,4-diamine；6-chloro-2-N,4-N-bis(2,4-dichlorophenyl)-1,3,5-triazine-2,4-diamine
• CAS: 2272-31-3
• 化学式: C₁₅H₈Cl₅N₅
• mdl: MFCD01951008
• 分子量: 435.527
• InChiKey: POOZLDNCVGCNAM-UHFFFAOYSA-N

物化性质

• 熔点：
  203-204 °C
• 沸点：
  585.6±60.0 °C(Predicted)
• 密度：
  1.669±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-hydrazino-1-methyl-6-oxo-4-phenyl-1,6-dihydropyrimidine-5-carbonitrile 、 6-chloro-N,N'-bis-(2,4-dichloro-phenyl)-[1,3,5]triazine-2,4-diamine 在 碳酸氢钠 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以46%的产率得到2-[2-[4,6-Bis(2,4-dichloroanilino)-1,3,5-triazin-2-yl]hydrazino]-1-methyl-6-oxo-4-phenyl-pyrimidine-5-carbonitrile
  参考文献：
  名称：

  Synthesis and biological evaluation of some new 3,4-dihydropyrimidin-4-ones

  摘要：

  Condensation of 5-cyano-2-hydrazino-3-N-methyl-6-phenyl/p-chlorophenyl-3,4-dihydropyrimidin-4-one (3a and 3b) with 2 4-bisalkyl/arylamino-6-chloro-s-triazine (4) gave the corresponding 2,4-bisalkyl/arylamino-6-[5'-cyano-3'-N-methyl]-6'-phenyl/p-chlorophenyl-3',4'-dihydropyrimidin-4'-one-2'-yl-hydrazino-s-triazines (5a-n and 6a-n). The compounds 4 have been prepared by the condensation of cyanuric chloride and different alkyl/aryl amines. The reaction between 5-cyano-3-N-methyl-2-methylthio-6-phenyl/p-chlorophenyl-3,4-dihydropyrimidin-4-one (2a and 2b) with hydrazine hydrate furnished 3a and 3b, respectively. The condensation of 6-phenyl/p-chlorophenyl/5-cyano-2-mercapto-3,4-dihydropyrimidin-4-one (1a and 1b) with methyl iodide yielded 2a and 2b, respectively. All the products have been evaluated in vitro for their antimicrobial activity against several microbes and antitubercular activity against Mycobacterium tuberculosis H37 Rv. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01118-1
• 作为产物：
  描述：

  三聚氯氰 、 2,4-二氯苯胺 在 碳酸氢钠 作用下， 以 丙酮 为溶剂， 生成 6-chloro-N,N'-bis-(2,4-dichloro-phenyl)-[1,3,5]triazine-2,4-diamine
  参考文献：
  名称：

  Synthesis and biological evaluation of some new 3,4-dihydropyrimidin-4-ones

  摘要：

  Condensation of 5-cyano-2-hydrazino-3-N-methyl-6-phenyl/p-chlorophenyl-3,4-dihydropyrimidin-4-one (3a and 3b) with 2 4-bisalkyl/arylamino-6-chloro-s-triazine (4) gave the corresponding 2,4-bisalkyl/arylamino-6-[5'-cyano-3'-N-methyl]-6'-phenyl/p-chlorophenyl-3',4'-dihydropyrimidin-4'-one-2'-yl-hydrazino-s-triazines (5a-n and 6a-n). The compounds 4 have been prepared by the condensation of cyanuric chloride and different alkyl/aryl amines. The reaction between 5-cyano-3-N-methyl-2-methylthio-6-phenyl/p-chlorophenyl-3,4-dihydropyrimidin-4-one (2a and 2b) with hydrazine hydrate furnished 3a and 3b, respectively. The condensation of 6-phenyl/p-chlorophenyl/5-cyano-2-mercapto-3,4-dihydropyrimidin-4-one (1a and 1b) with methyl iodide yielded 2a and 2b, respectively. All the products have been evaluated in vitro for their antimicrobial activity against several microbes and antitubercular activity against Mycobacterium tuberculosis H37 Rv. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01118-1