ethyl 2-(carbamoylamino)-6-(4-chlorophenyl)-4-methylpyrimidine-5-carboxylate | 1395085-47-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: ethyl 2-(carbamoylamino)-6-(4-chlorophenyl)-4-methylpyrimidine-5-carboxylate
• 英文别名: ethyl 2-(carbamoylamino)-4-(4-chlorophenyl)-6-methylpyrimidine-5-carboxylate
• CAS: 1395085-47-8
• 化学式: C₁₅H₁₅ClN₄O₃
• 分子量: 334.762
• InChiKey: AQGMXVWLQXADMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  Ethyl 4-(4-chlorophenyl)-2-(cyanoamino)-6-methyl-1,4-dihydropyrimidine-5-carboxylate 在 manganese(IV) oxide 作用下， 以 丙酮 为溶剂， 反应 20.0h， 以70%的产率得到ethyl 2-(carbamoylamino)-6-(4-chlorophenyl)-4-methylpyrimidine-5-carboxylate
  参考文献：
  名称：

  One-pot synthesis of 4-aryl-2-cyanoimino-3,4-dihydro-1H-pyrimidines and their reactions

  摘要：

  A series of 4-aryl-2-cyanoimino-3,4-dihydro-1H-pyrimidines was obtained as a result of a multicomponent Biginelli reaction using 1,3-dicarbonyl compounds, aromatic aldehydes, and cyanamide. Alkylation of the obtained compounds with benzyl chloride takes place at the two nitrogen atoms of the tetrahydropyrimidine ring, while oxidation with manganese dioxide leads to the corresponding 1-(pyrimidin-2-yl)carbamides or pyrimidine-2-amines, depending on the conditions.

  DOI：

  10.1007/s10593-012-1034-y

文献信息

• One-pot synthesis of 4-aryl-2-cyanoimino-3,4-dihydro-1H-pyrimidines and their reactions
  作者：A. H. Moustafa、A. S. Shestakov、Kh. S. Shikhaliev

  DOI：10.1007/s10593-012-1034-y

  日期：2012.7

  A series of 4-aryl-2-cyanoimino-3,4-dihydro-1H-pyrimidines was obtained as a result of a multicomponent Biginelli reaction using 1,3-dicarbonyl compounds, aromatic aldehydes, and cyanamide. Alkylation of the obtained compounds with benzyl chloride takes place at the two nitrogen atoms of the tetrahydropyrimidine ring, while oxidation with manganese dioxide leads to the corresponding 1-(pyrimidin-2-yl)carbamides or pyrimidine-2-amines, depending on the conditions.