6-phenyl-2-thioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid | 1268854-58-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 6-phenyl-2-thioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid
• 英文别名: 4-phenyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
• CAS: 1268854-58-5
• 化学式: C₁₁H₁₀N₂O₂S
• 分子量: 234.279
• InChiKey: HZPXICDJYJPQGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  93.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  草酰乙酸 、 苯甲醛 、 硫脲 在 三氟乙酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 0.17h， 以84%的产率得到6-phenyl-2-thioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid
  参考文献：
  名称：

  A rapid and convenient synthesis of 5-unsubstituted 3,4-dihydropyrimidin-2-ones and thiones

  摘要：

  A rapid and convenient synthesis of 5-unsubstituted 3,4-dihydropyrimidin-2-ones and thiones was developed. The reaction involves a one-pot reaction between oxalacetic acid, thiourea/urea, and aldehyde under microwave irradiation and provides the products in good yields and much shorter reaction times. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.11.075

文献信息

• Biginelli‐type reaction: Efficient synthesis of 5‐unsubstituted 3,4‐dihydropyrimidin‐2‐ones and thiones from <i>gem</i> ‐dibromomethylarenes
  作者：Vinaya Kambappa、Chandrashekara Kotturappa、Raghavendra Manjunath、Prasanna Shivaramu

  DOI：10.1002/jhet.4066

  日期：——

  method for the one‐pot synthesis of the biologically important heterocyclic molecules 5‐unsubstituted 3,4‐dihydropyrimidin‐2‐ones and thiones using gem‐dibromomethylarenes, oxalacetic acid, and urea or thiourea. Gem‐dibromomethylarenes are used as aldehyde equivalent for the efficient synthesis of 3,4‐dihydropyrimidin‐2‐ones/thiones. This reaction offers advantages for the synthesis of these compounds

  在本研究中，我们报告了一种简单有效的方法，可使用宝石-二溴甲基芳烃，草酰乙酸和尿素或一氧化碳或一氧化碳对一分子重要的杂环分子5-未取代的3,4-二氢嘧啶-2-酮和硫酮进行合成。硫脲。宝石-二溴甲基芳烃用作醛的等效物，可有效合成3,4-二氢嘧啶-2-酮/硫酮。该反应为这些化合物的合成提供了优势，包括原料的现成性，实验简便性和高收率。此外，合成的分子因其生物学和药理作用而令人感兴趣。
• A rapid and convenient synthesis of 5-unsubstituted 3,4-dihydropyrimidin-2-ones and thiones
  作者：Zhanxiong Fang、Yulin Lam

  DOI：10.1016/j.tet.2010.11.075

  日期：2011.2

  A rapid and convenient synthesis of 5-unsubstituted 3,4-dihydropyrimidin-2-ones and thiones was developed. The reaction involves a one-pot reaction between oxalacetic acid, thiourea/urea, and aldehyde under microwave irradiation and provides the products in good yields and much shorter reaction times. (C) 2010 Elsevier Ltd. All rights reserved.