α-chloromethyl p-bromophenyl ketoxime | 59031-97-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: α-chloromethyl p-bromophenyl ketoxime
• 英文别名: p-Brom-ω-chloracetophencen-oxim；1-(4-bromo-phenyl)-2-chloro-ethanone oxime；1-(4-Brom-phenyl)-2-chlor-aethanon-oxim；N-[1-(4-bromophenyl)-2-chloroethylidene]hydroxylamine
• CAS: 59031-97-9
• 化学式: C₈H₇BrClNO
• 分子量: 248.507
• InChiKey: GNBITUGWUYIGAB-UHFFFAOYSA-N

物化性质

• 沸点：
  329.0±27.0 °C(Predicted)
• 密度：
  1.58±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.87
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  32.59
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  α-chloromethyl p-bromophenyl ketoxime 生成 6H-2-isopropylidene-1,3,4-dithiazine
  参考文献：
  名称：

  Ishida, Masaru; Nakanishi, Hirofumi; Kato, Shinzi, Heterocycles, 1985, vol. 23, # 1, p. 241

  摘要：

  DOI：
• 作为产物：
  描述：

  2'-氯-4-溴苯乙酮 在 甲醇 、 盐酸羟胺 作用下， 生成 α-chloromethyl p-bromophenyl ketoxime
  参考文献：
  名称：

  Collet, Bulletin de la Societe Chimique de France, 1902, vol. <3> 27, p. 542

  摘要：

  DOI：

文献信息

• Quaternary pilocarpine derivatives as potential acetylcholine antagonists. 2. Alterations in the lactone and imidazole moieties
  作者：Avraham A. Ben-Bassat、David Lavie、Habib Edery、Gila Porath

  DOI：10.1021/jm00229a014

  日期：1976.7

  chemical behavior of pilocarpine, as well as the factors which determine its pharmacological activity, systematic and specific structural changes involving the lactone and imidazole moieties have been performed. Series of model compounds with cyclic or open-chain structures and a variety of N-3 bonded chains obtained from previously prepared anticholinergic derivatives of pilocarpine have been synthesized

  为了研究毛果芸香碱的化学行为以及决定其药理活性的因素，已进行了涉及内酯和咪唑部分的系统和特定的结构变化。已经合成了一系列具有环状或开链结构的模型化合物，以及从先前制备的毛果芸香碱的抗胆碱能衍生物获得的各种N-3键合链。改变包括不同长度的N-3链，具有乙酰胆碱样结构，亲核基团（例如酮肟，异羟肟酸），或在侧链处都引入，或在内酯的羟胺解之后。在谨慎控制的条件下，可以通过与游离羟胺反应来获得特定的结构变化，在某些情况下还公开了顺式和反式异构体的存在。毛果芸香碱衍生物中的新基团影响了它们对乙酰胆碱的拮抗程度。几种化合物表现出一定的解毒活性。
• Silver-mediated radical cyclization: construction of Δ2-isoxazolines from α-halo ketoximes and 1,3-dicarbonyl compounds
  作者：Yan-Yun Liu、Xu-Heng Yang、Ji Yang、Ren-Jie Song、Jin-Heng Li

  DOI：10.1039/c4cc02084g

  日期：——

  A novel route to Delta(2)-isoxazolines is presented via silver-mediated radical cyclization of alpha-halo ketoximes with 1,3-dicarbonyl compounds. This method is performed using a radical strategy, and represents a new example of silver-initiated generation of oxime radicals for the formation of the C(sp(3))-O bonds.

  通过银介导的含1,3-二羰基化合物的α-卤代酮肟的自由基环化反应，提出了一种通往Delta（2）-异恶唑啉的新途径。此方法是使用自由基策略执行的，代表了由银引发的肟自由基生成C（sp（3））-O键的新示例。
• Reactions of Monohalomethyl Aryl Ketoximes with Tetrasulfur Tetranitride: Much Improved Synthesis of 3-Aryl-1,2,5-thiadiazoles
  作者：Kyongtae Kim、Jaeeock Cho

  DOI：10.3987/com-94-6755

  日期：——

  Reactions of chloromethyl aryl ketoximes (1, X = Cl) with tetrasulfur tetranitride in p-dioxane at reflux for 4 h afforded 3-aryl-1,2,5-thiadiazoles (2) in 37-92% yields, whereas those of bromo analogs under the same conditions gave 2 and 3-aryl-4-bromo-1,2,5-thiadiazoles (3) in 48-81% and 17-31% yields, respectively. However, the compounds (3) were not formed in the presence of pyridine. Alpha-nitrosostyrene and its ring-substituted derivatives (4) are proposed as intermediates for the formations of 2.