3-(3-hydroxy-4-oxo-3,4-dihydroquinazolin-2-yl)acrylic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-(3-hydroxy-4-oxo-3,4-dihydroquinazolin-2-yl)acrylic acid
• 英文别名: (E)-3-(3-hydroxy-4-oxoquinazolin-2-yl)prop-2-enoic acid
• 化学式: C₁₁H₈N₂O₄
• 分子量: 232.196
• InChiKey: CXPKPBFVBWQLFM-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  90.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(3-hydroxy-4-oxo-3,4-dihydroquinazolin-2-yl)acrylic acid 在 sodium acetate 作用下， 以 乙酸酐 为溶剂， 以62%的产率得到[1,2]oxazino[2,3-b]quinazoline-2,10-dione
  参考文献：
  名称：

  Reaction of anthranilic acid amides with cyclic anhydrides

  摘要：

  Anthranilic acid amide reacts with cyclic anhydrides to give the corresponding N-acyl derivatives at the amino group, while analogous reactions of o-aminobenzohydroxamic acid lead to fori-nation of 3-hydroxy-quinazolin-4-ones under mild conditions. N-Acyl derivatives of anthranilic acid amide undergo intramolecular cyclization to imides on microwave irradiation or on melting, and their treatment with acetic anhydride in the presence of sodium acetate on heating yields quinazolin-4-ones.

  DOI：

  10.1134/s1070428006030079
• 作为产物：
  描述：

  马来酸酐 、 2-氨基-N-羟基苯甲酰胺 以 溶剂黄146 为溶剂， 以73%的产率得到3-(3-hydroxy-4-oxo-3,4-dihydroquinazolin-2-yl)acrylic acid
  参考文献：
  名称：

  Reaction of anthranilic acid amides with cyclic anhydrides

  摘要：

  Anthranilic acid amide reacts with cyclic anhydrides to give the corresponding N-acyl derivatives at the amino group, while analogous reactions of o-aminobenzohydroxamic acid lead to fori-nation of 3-hydroxy-quinazolin-4-ones under mild conditions. N-Acyl derivatives of anthranilic acid amide undergo intramolecular cyclization to imides on microwave irradiation or on melting, and their treatment with acetic anhydride in the presence of sodium acetate on heating yields quinazolin-4-ones.

  DOI：

  10.1134/s1070428006030079

文献信息

• Reaction of anthranilic acid amides with cyclic anhydrides
  作者：L. A. Shemchuk、V. P. Chernykh、O. S. Krys’kiv

  DOI：10.1134/s1070428006030079

  日期：2006.3

  Anthranilic acid amide reacts with cyclic anhydrides to give the corresponding N-acyl derivatives at the amino group, while analogous reactions of o-aminobenzohydroxamic acid lead to fori-nation of 3-hydroxy-quinazolin-4-ones under mild conditions. N-Acyl derivatives of anthranilic acid amide undergo intramolecular cyclization to imides on microwave irradiation or on melting, and their treatment with acetic anhydride in the presence of sodium acetate on heating yields quinazolin-4-ones.