4,5-二氯异噻唑-3-基苯基酮 | 1069133-53-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4,5-二氯异噻唑-3-基苯基酮
• 英文名称: 4,5-dichloroisothiazol-3-yl phenyl ketone
• 英文别名: (4,5-dichloro-1,2-thiazol-3-yl)-phenylmethanone
• CAS: 1069133-53-4
• 化学式: C₁₀H₅Cl₂NOS
• 分子量: 258.128
• InChiKey: LCCFWZBYYKXPFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  15
• 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：
  58.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,5-二氯异噻唑-3-基苯基酮 在 sodium tetrahydroborate 、 氯化亚砜 作用下， 以 氯仿 、 异丙醇 为溶剂， 反应 34.0h， 生成 4,5-dichloro-3-[phenyl(chloro)methyl]isothiazole
  参考文献：
  名称：

  Synthesis of functional derivatives of isothiazole and isoxazole basing on (5-arylizoxazol-3-yl)- and (4,5-dichloroisothiazol-3-yl)arylmethanol

  摘要：

  From (4,5-dichloroisothiazol-3-yl)phenylmethanol by Ritter reaction a substituted acetamide was synthesized that at hydrolysis with HCl afforded (4,5-dichloroisothiazol-3-yl)phenylmethylamine hydrochloride. By reaction of (5-arylisoxazol-3-yl)- and 4,5-dichloroisothiazol-3-yl)arylmethanol with thionyl chloride the corresponding (1,2-azol-3-yl)arylchloromethanes were obtained. At treatment with O- and N-nucleophiles chlorine atom in chloromethylD mu ne fragment of obtained compounds was substituted by residues of benzylamine, morpholine, vanillin, and ethoxy group.

  DOI：

  10.1134/s1070428016110191
• 作为产物：
  描述：

  4,5-dichloroisothiazole-3-carbonyl chloride 、 苯 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以86%的产率得到4,5-二氯异噻唑-3-基苯基酮
  参考文献：
  名称：

  Synthesis and some reactions of aryl 4,5-dichloroisothiazol-3-yl ketones

  摘要：

  By acylation of benzene, toluene, and p-xylene with 4,5-dichloroisothiazole-3-carbonyl chloride the corresponding aryl 4,5-dichloroisothiazol-3-yl ketones were obtained. By reaction of 4,5-dichloroisothiasol-3-yl 4-methylphenyl ketone with piperidine, alkyl(aryl) thiolates, sodium alcoholates, and 2,4-dinitrophenylhydrazine were synthesized 4-methylphenyl 5-piperidyl-4-chloroisothiazol-3-yl ketone, 5-alkyl(aryl) sulfanyl-4chloroisothiazol-3- yl 4-methylphenyl ketones, 5-alkoxy-4-chloroisothiazol-3-yl 4-methylphenyl ketones, and 2,4-dinitrophenylhydrazone of the initial ketone respectively.

  DOI：

  10.1134/s1070428007100211