N'-(4-chloro-phenyl)-N,N-dimethyl-guanidine | 13636-26-5

• 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'-(4-chloro-phenyl)-N,N-dimethyl-guanidine
• 英文别名: N'-(4-Chlor-phenyl)-N,N-dimethyl-guanidin；N,N-Dimethyl-N'-<4-chlor-phenyl>-guanidin；3-(4-chlorophenyl)-1,1-dimethylguanidine
• CAS: 13636-26-5
• 化学式: C₉H₁₂ClN₃
• 分子量: 197.667
• InChiKey: MGVSISZJBDDWFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N'-(4-chloro-phenyl)-N,N-dimethyl-guanidine 在 三乙胺 、 三氯氧磷 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 12.0h， 生成 2-[1,4-bis(4-chlorophenyl)-2-(dimethylamino)-1H-imidazole-5-yl]ethene-1,1-dicarbonitrile
  参考文献：
  名称：

  A Simple Route to NewN(3)-Substituted 5-Aryl-2-(dialkylamino)-1,3-oxazolium Salts andN(1)-Substituted 4-Aryl-2-(dialkylamino)-1H-imidazoles

  摘要：

  In the reaction of N,N-dialkyl-dichloromethaniminium chlorides 11 with 2-aminoacetophenones 12, a general and simple route to heretofore unknown 5-aryl-substituted 2-(dialkylamino)-1,3-oxazolium salts 13 and 5-aryl-substituted 2-(dialkylamino)oxazoles 14 was found. From the 2-(dialkylamino)-1,3-oxazoles 14, the corresponding oxazolium salts 13 were obtained after alkylation with (MeO)(2)SO2. The new oxazolium salts 13 were converted to 1-substituted 4-aryl-2-(dialkylamino)-1H-imidazoles 9 by treatment with NH4OAc. The possible use of these 1H-imidazoles as dye educts was explored. Analytical data, as well as AMI calculations, reveal some remarkable differences between the structures of the neutral imidazoles 9 and their positively charged oxazolium precursors 13.

  DOI：

  10.1002/(sici)1522-2675(19991110)82:11<1981::aid-hlca1981>3.0.co;2-t
• 作为产物：
  描述：

  S-methyl-(4-chlorophenyl)isothiourea 、 二甲胺 在 乙醇 、 水 作用下， 生成 N'-(4-chloro-phenyl)-N,N-dimethyl-guanidine
  参考文献：
  名称：

  149.合成抗疟药。第十部分。一些芳基-双胍（“-双胍”）衍生物

  摘要：

  DOI：

  10.1039/jr9460000729

文献信息

• 149. Synthetic antimalarials. Part X. Some aryl-diguanide (“-biguanide”) derivatives
  作者：F. H. S. Curd、F. L. Rose

  DOI：10.1039/jr9460000729

  日期：——
• A Simple Route to NewN(3)-Substituted 5-Aryl-2-(dialkylamino)-1,3-oxazolium Salts andN(1)-Substituted 4-Aryl-2-(dialkylamino)-1H-imidazoles
  作者：Torsten Moschny、Horst Hartmann

  DOI：10.1002/(sici)1522-2675(19991110)82:11<1981::aid-hlca1981>3.0.co;2-t

  日期：1999.11.10

  In the reaction of N,N-dialkyl-dichloromethaniminium chlorides 11 with 2-aminoacetophenones 12, a general and simple route to heretofore unknown 5-aryl-substituted 2-(dialkylamino)-1,3-oxazolium salts 13 and 5-aryl-substituted 2-(dialkylamino)oxazoles 14 was found. From the 2-(dialkylamino)-1,3-oxazoles 14, the corresponding oxazolium salts 13 were obtained after alkylation with (MeO)(2)SO2. The new oxazolium salts 13 were converted to 1-substituted 4-aryl-2-(dialkylamino)-1H-imidazoles 9 by treatment with NH4OAc. The possible use of these 1H-imidazoles as dye educts was explored. Analytical data, as well as AMI calculations, reveal some remarkable differences between the structures of the neutral imidazoles 9 and their positively charged oxazolium precursors 13.