3-乙基[1,2]恶唑并[5,4-d]嘧啶-4(5H)-酮 | 175348-11-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 3-乙基[1,2]恶唑并[5,4-d]嘧啶-4(5H)-酮
• 中文别名: 5-(氨基磺基基)-2-甲氧基-N-[(1-甲基-2-吡咯烷基)甲基]苯酰胺盐酸盐
• 英文名称: 3-ethylisoxazolo[5,4-d]pyrimidin-4(5H)-one
• 英文别名: 3-ethyl-5H-[1,2]oxazolo[5,4-d]pyrimidin-4-one
• CAS: 175348-11-5
• 化学式: C₇H₇N₃O₂
• 分子量: 165.151
• InChiKey: OYTFMPFPHMVVDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  67.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-乙基[1,2]恶唑并[5,4-d]嘧啶-4(5H)-酮 在 sodium hydride 、 1,3-二甲基咪唑 碘 、 三氯氧磷 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.25h， 生成 (3-Ethyl-[1,2]oxazolo[5,4-d]pyrimidin-4-yl)-(furan-2-yl)methanone
  参考文献：
  名称：

  Aroylation of Fused Pyrimidines; Synthesis of 4-Aroylfuro[2,3-d]-, 4-Aroylthieno[2,3-d]-, and 4-Aroylisoxazolo[5,4-d]pyrimidines

  摘要：

  4-Aroylfuro[2,3-d]-(4), 4-aroylthieno[2,3-d]-(7 and 8), and 4-aroylisoxazolo[5,4-d]pyrimidines (13) were synthesized by aroylation of the fused chloro-(3a and 12) or bromopyrimidines (3b, 5, and 6) with arenecarbaldehydes (2) catalyzed by an imidazolium salt (1a). The fused aroylpyrimidines (4 and 7) were also synthesized by oxidative decyanation of alpha-phenylheteroareneacetonitriles (10 and 11).

  DOI：

  10.3987/com-97-7914
• 作为产物：
  描述：

  甲酸 、 3-Ethyl-5-amino-4-cyano-isoxazol 在 硫酸 作用下， 反应 2.0h， 以61%的产率得到3-乙基[1,2]恶唑并[5,4-d]嘧啶-4(5H)-酮
  参考文献：
  名称：

  Synthesis, antibacterial, and antifungal activities of new pyrimidinone derivatives

  摘要：

  摘要：本文介绍了从相应的氨基氰基吡咯并吡啶酮3a-d和氨基氰基异噁唑并吡啶酮4a-c高效合成的方法。合成的化合物被筛选用于抗菌活性测试，对一系列细菌和真菌显示出活性。化合物4c对广谱的革兰氏阳性和阴性细菌以及病原真菌表现出显著活性。

  DOI：

  10.1515/hc-2015-0066

文献信息

• Synthesis of Fused Pyrimidinones by Reaction of Aminoarenecarboxamide with Esters; Preparation of Pyrrolo[2,3-d]-, Thieno[2,3-d]-, Isoxazolo[5,4-d]-, and 1,2,3-Triazolo[4,5-d]-pyrimidinones, and Quinazoles
  作者：Akira Miyashita、Katsuhiro Fujimoto、Tomomi Okada、Takeo Higashino

  DOI：10.3987/com-95-s75

  日期：——

  Several fused pyrimidinones were synthesized by reaction of aminoarenecarboxamide with esters in moderate to good yields. In the presence of sodium ethoxide, treatments of 2-amino-1-phenyl-3-pyrrolecarboxamide(4, 5, and 6), 2-amino-3-thiophene-carboxamide (14), 3-amino-4-isoxazolecarboxamide (10 and 11), 4-amino-1,2,3-triazole-5-carboxamide (16), and o-aminobenzamide (18) with esters (3) such as ethyl formate (3a) and ethyl acetate (3b) led to the corresponding pyrrolo[2,3-d]- (7, 8, and 9), and thieno[2,3-d]pyrimidin-4(3H)-ones (15), isoxazolo[5,4-d]pyrimidin-4(5H)-ones (12 and 13), 1,2,3-triazolo[4,5-d]pyrimidin-7(6H)-ones (17), and 4(3H)-quinazolones (19), respectively.
• Regioselective synthesis of substituted isoxazolo[5,4-d]pyrimidines
  作者：Sergey B. Alyabiev、Dmitri V. Kravchenko、Alexandre V. Ivachtchenko

  DOI：10.1016/j.mencom.2008.05.011

  日期：2008.5

  A convenient regioselective synthesis of new N- and O-substituted isoxazolo[5,4-d]pyrimidine derivatives is described.