5-(2-amino-4-phenylthiazol-5-yl)-6-hydroxy-1,3-dimethylpyrimidine-2,4(1H,3H)-dione | 1063627-37-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(2-amino-4-phenylthiazol-5-yl)-6-hydroxy-1,3-dimethylpyrimidine-2,4(1H,3H)-dione
• 英文别名: 5-(2-amino-4-phenylthiazol-5-yl)-6-hydroxy-1,3-dimethylpyrimidine-2,4-dione；5-(2-amino-4-phenyl-1,3-thiazol-5-yl)-6-hydroxy-1,3-dimethylpyrimidine-2,4-dione
• CAS: 1063627-37-1
• 化学式: C₁₅H₁₄N₄O₃S
• 分子量: 330.367
• InChiKey: WIADMWOZHYUXSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-(2-amino-4-phenylthiazol-5-yl)-6-hydroxy-1,3-dimethylpyrimidine-2,4(1H,3H)-dione 、 乙酸酐 在 硫酸 作用下， 反应 0.5h， 以76%的产率得到N-[5-(6-hydroxy-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-4-phenylthiazol-2-yl]-acetamide
  参考文献：
  名称：

  Investigations on 5-(2-aryl-2-oxo-ethylidene)-1,3-dimethylbarbituric and thiobarbituric acids: reactions with thioureas and thioacetamide

  摘要：

  Derivatives of 2-amino- and 2-methylthiazole have been synthesized by the reaction of 5-(2-aryl-2-oxoethylidene)-1,3-dimethylbarbituric and thiobarbituric acids with thioureas and thioacetamide, and also by a one-pot synthesis involving thiourea (or thioacetamide), arylglyoxals, 1,3-dimethyl-barbituric (or thiobarbituric) acids. The mechanisms of the studied reactions are discussed.

  DOI：

  10.1007/s10593-009-0365-9
• 作为产物：
  描述：

  1,3-dimethyl-5-(2-oxo-2-phenylethylidene)pyrimidine-2,4,6(1H,3H,5H)-trione 、 硫脲 以 乙醇 为溶剂， 反应 0.17h， 以62%的产率得到5-(2-amino-4-phenylthiazol-5-yl)-6-hydroxy-1,3-dimethylpyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  A rapid and facile synthesis of new spiropyrimidines from 5-(2-arylethylidene-2-oxo)-1,3-dimethylpyrimidine-2,4,6-triones

  摘要：

  A series of new tetraazaspiro[5,5]-undec-4-ene-2,7,9,11-tetraones have been obtained by reaction of 5-(2-arylethylidene-2-oxo)-1,3-dimethylpyrimidine-2,4,6-triones with ureas. A three-component one-pot procedure to the spiranes synthesis was also developed. One-pot reaction of arylglyoxals, 1,3-dimethylbarbituric acid, and diniethylurea led to imidazolyl-1,3-dimethylbarbituric acids. Mechanisms of studied reactions were discussed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.097