4-氯-3-苯基-2H-1,2-恶唑-5-酮 | 62847-70-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 中文名称: 4-氯-3-苯基-2H-1,2-恶唑-5-酮
• 英文名称: 4-chloro-3-phenyl-2H-isoxazol-5-one
• 英文别名: 4-Chlor-3-phenyl-5(2H)-isoxazolon；5(2H)-Isoxazolone, 4-chloro-3-phenyl-；4-chloro-3-phenyl-2H-1,2-oxazol-5-one
• CAS: 62847-70-5
• 化学式: C₉H₆ClNO₂
• 分子量: 195.605
• InChiKey: KGBBHRWRBSNLRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-氯-3-苯基-2H-1,2-恶唑-5-酮 在 iron(II) sulfate 、 sodium nitrite 作用下， 以 溶剂黄146 为溶剂， 以89%的产率得到2-氯乙炔基苯
  参考文献：
  名称：

  A new synthesis of 1-chloroalkynes

  摘要：

  在乙酸水溶液中用亚硝酸钠和硫酸亚铁处理后，由相应的 β 酮生成的 4-未取代异噁唑啉酮可被氯化并转化为 1-氯炔。

  DOI：

  10.1039/b106657a
• 作为产物：
  描述：

  5-甲氧基-3-苯基异恶唑 在 盐酸 、 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 4-氯-3-苯基-2H-1,2-恶唑-5-酮
  参考文献：
  名称：

  Isoxazole anthelmintics

  摘要：

  A series of 3-halo-5-phenyl- and 3-phenyl-5-haloisoxazoles has demonstrated anthelmintic activity at doses ranging from 16 to 500 mg/kg orally against the rat roundworm, Nippostrongylus braziliensis. In the 5-phenyl series a halogen at the 3 position of the isoxazole ring was required for activity. However, in the 3-phenyl series activity was maintained after replacement of the 5-halogen with certain alkoxyl, thioalkoxyl, or amino groups. The 3-phenyl and 5-phenyl series apparently are not acting biologically at a common receptor site. Synthetic methods and structure-activity relationships are discussed.

  DOI：

  10.1021/jm00217a014

文献信息

• CARR J. B.; DURHAM H. G.; HASS D. K., J. MED. CHEM. <JMCM-AR>, 1977, 20, NO 7, 934-939
  作者：CARR J. B.、 DURHAM H. G.、 HASS D. K.

  DOI：——

  日期：——
• Isoxazole anthelmintics
  作者：John B. Carr、Harry G. Durham、D. Kendall Hass

  DOI：10.1021/jm00217a014

  日期：1977.7

  A series of 3-halo-5-phenyl- and 3-phenyl-5-haloisoxazoles has demonstrated anthelmintic activity at doses ranging from 16 to 500 mg/kg orally against the rat roundworm, Nippostrongylus braziliensis. In the 5-phenyl series a halogen at the 3 position of the isoxazole ring was required for activity. However, in the 3-phenyl series activity was maintained after replacement of the 5-halogen with certain alkoxyl, thioalkoxyl, or amino groups. The 3-phenyl and 5-phenyl series apparently are not acting biologically at a common receptor site. Synthetic methods and structure-activity relationships are discussed.
• A new synthesis of 1-chloroalkynes
  作者：Sylvain Huppé、Hadi Rezaei、Samir Z. Zard

  DOI：10.1039/b106657a

  日期：——

  4-Unsubstitued isoxazolinones derived from the corresponding β-ketoesters can be chlorinated and converted into 1-chloroalkynes upon treatment with sodium nitrite and ferrous sulfate in aqueous acetic acid.

  在乙酸水溶液中用亚硝酸钠和硫酸亚铁处理后，由相应的 β 酮生成的 4-未取代异噁唑啉酮可被氯化并转化为 1-氯炔。