8-iodomethyl-1-(4-tolyl)-1,4,7,8-tetrahydropyrazolo[4,3-e][1,3]thiazolo[3,2-a]pyrimidin-4-one | 1156464-11-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 8-iodomethyl-1-(4-tolyl)-1,4,7,8-tetrahydropyrazolo[4,3-e][1,3]thiazolo[3,2-a]pyrimidin-4-one
• CAS: 1156464-11-7
• 化学式: C₁₅H₁₃IN₄OS
• 分子量: 424.265
• InChiKey: CUIKGCLOUAUITP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.97
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  52.71
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  8-iodomethyl-1-(4-tolyl)-1,4,7,8-tetrahydropyrazolo[4,3-e][1,3]thiazolo[3,2-a]pyrimidin-4-one 在 sodium acetate 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 以74%的产率得到8-methylidene-1-(4-tolyl)-1,4,7,8-tetrahydropyrazolo[4,3-e][1,3]thiazolo[3,2-a]pyrimidin-4-one
  参考文献：
  名称：

  Electrophilic heterocyclization of 6-alken(yn)ylsulfanyl-pyrazolo[3,4-d]pyrimidin-4(5H)-ones

  摘要：

  6-Allylsulfanyl-1-arylpyrazolo[3,4-d]pyrimidin-4(5H)-ones react with iodine and sulfuric acid to give angular pyrazolothiazolopyrimidine derivatives. The reaction of 6-(prop-2-yn-1-ylsulfanyl)-1-(4-tolyl)-pyrazolo[3,4-d]pyrimidin-4(5H)-one with sulfuric acid gives angularly fused pyrazolo[4,3-e][1,3]thiazolo-[3,2-a]pyrimidin-4-one, whereas in the reaction with sodium methoxide linearly fused pyrazolo[3,4-d][1,3]-thiazolo[3,2-a]pyrimidin-4-one was formed. Linearly fused pyrazolo[3',4':4,5]pyrimido[2,1-b][1,3]thiazole derivatives were also obtained by reaction of 1-aryl-6-(3-phenylprop-2-en-1-ylsulfanyl)pyrazolo[3,4-d]pyrimidin-4(5H)-ones with sulfuric acid.

  DOI：

  10.1134/s1070428008090194
• 作为产物：
  描述：

  8-iodomethyl-4-oxo-1-(4-tolyl)-4,5,7,8-tetrahydro-1H-pyrazolo[4,3-e][1,3]thiazolo[3,2-a]pyrimidin-9-ium pentaiodide 在 sodium sulfite 作用下， 以 水 、 二甲基亚砜 为溶剂， 以87%的产率得到8-iodomethyl-1-(4-tolyl)-1,4,7,8-tetrahydropyrazolo[4,3-e][1,3]thiazolo[3,2-a]pyrimidin-4-one
  参考文献：
  名称：

  Electrophilic heterocyclization of 6-alken(yn)ylsulfanyl-pyrazolo[3,4-d]pyrimidin-4(5H)-ones

  摘要：

  6-Allylsulfanyl-1-arylpyrazolo[3,4-d]pyrimidin-4(5H)-ones react with iodine and sulfuric acid to give angular pyrazolothiazolopyrimidine derivatives. The reaction of 6-(prop-2-yn-1-ylsulfanyl)-1-(4-tolyl)-pyrazolo[3,4-d]pyrimidin-4(5H)-one with sulfuric acid gives angularly fused pyrazolo[4,3-e][1,3]thiazolo-[3,2-a]pyrimidin-4-one, whereas in the reaction with sodium methoxide linearly fused pyrazolo[3,4-d][1,3]-thiazolo[3,2-a]pyrimidin-4-one was formed. Linearly fused pyrazolo[3',4':4,5]pyrimido[2,1-b][1,3]thiazole derivatives were also obtained by reaction of 1-aryl-6-(3-phenylprop-2-en-1-ylsulfanyl)pyrazolo[3,4-d]pyrimidin-4(5H)-ones with sulfuric acid.

  DOI：

  10.1134/s1070428008090194