2-isopropoxy-6-phenyl-4-thioxo-1,4-dihydropyrimidine-5-carbonitrile | 211687-23-9

• 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: 2-isopropoxy-6-phenyl-4-thioxo-1,4-dihydropyrimidine-5-carbonitrile
• 英文别名: 6-phenyl-2-propan-2-yloxy-4-sulfanylidene-1H-pyrimidine-5-carbonitrile
• CAS: 211687-23-9
• 化学式: C₁₄H₁₃N₃OS
• 分子量: 271.343
• InChiKey: BXZCQVOVEHKEBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  89.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-isopropoxy-6-phenyl-4-thioxo-1,4-dihydropyrimidine-5-carbonitrile 在 sodium hydroxide 作用下， 以 异丙醇 为溶剂， 反应 4.0h， 生成 4-Morpholin-4-yl-6-phenyl-2-propan-2-yloxypyrimidine-5-carbonitrile
  参考文献：
  名称：

  Synthesis of Thieno[2,3-d]pyrimidines and Aminopyrimidines from 2-Alkoxy-5-cyano-4-thioxopyrimidine Intermediates

  摘要：

  beta-Chloro-alpha-cyanocinnamonitrile reacts in an one-pot reaction with potassium thiocyanate and alkanol to form 2-allcoxy-6-phenyl-5-cyano-1,4-dihydro-4-pyrimidinthions. The products were S-alkylated to yield thieno[2,3-d]pyrimidines on cyclization and aminopyrimidines an substitution of alkoxy and alkylthio groups.

  DOI：

  10.3987/com-98-8117
• 作为产物：
  描述：

  potassium thioacyanate 、 异丙醇 、 alpha-氯苄亚基丙二腈 反应 2.0h， 以73%的产率得到2-isopropoxy-6-phenyl-4-thioxo-1,4-dihydropyrimidine-5-carbonitrile
  参考文献：
  名称：

  Synthesis of Thieno[2,3-d]pyrimidines and Aminopyrimidines from 2-Alkoxy-5-cyano-4-thioxopyrimidine Intermediates

  摘要：

  beta-Chloro-alpha-cyanocinnamonitrile reacts in an one-pot reaction with potassium thiocyanate and alkanol to form 2-allcoxy-6-phenyl-5-cyano-1,4-dihydro-4-pyrimidinthions. The products were S-alkylated to yield thieno[2,3-d]pyrimidines on cyclization and aminopyrimidines an substitution of alkoxy and alkylthio groups.

  DOI：

  10.3987/com-98-8117

文献信息

• Synthesis of Thieno[2,3-d]pyrimidines and Aminopyrimidines from 2-Alkoxy-5-cyano-4-thioxopyrimidine Intermediates
  作者：Matthias Rehwald、Karl Gewald

  DOI：10.3987/com-98-8117

  日期：——

  beta-Chloro-alpha-cyanocinnamonitrile reacts in an one-pot reaction with potassium thiocyanate and alkanol to form 2-allcoxy-6-phenyl-5-cyano-1,4-dihydro-4-pyrimidinthions. The products were S-alkylated to yield thieno[2,3-d]pyrimidines on cyclization and aminopyrimidines an substitution of alkoxy and alkylthio groups.