4-chloro-2-(chloromethyl)-1-(ethylsulfanyl)benzene | 21571-67-5

• 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: 4-chloro-2-(chloromethyl)-1-(ethylsulfanyl)benzene
• 英文别名: Ethyl-<4-chlor-2-chlormethyl-phenyl>sulfid；ethyl-(4-chloro-2-chloromethyl-phenyl)-sulfide；Aethyl-(4-chlor-2-chlormethyl-phenyl)-sulfid；4-Chloro-2-(chloromethyl)-1-(ethylthio)benzene；4-chloro-2-(chloromethyl)-1-ethylsulfanylbenzene
• CAS: 21571-67-5
• 化学式: C₉H₁₀Cl₂S
• 分子量: 221.15
• InChiKey: CRBBIOOKNLJLKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.19
• 重原子数：
  12.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  4-chloro-2-(chloromethyl)-1-(ethylsulfanyl)benzene 在 sodium azide 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 5.0h， 生成 2-(azidomethyl)-4-chloro-1-(ethylsulfonyl)benzene
  参考文献：
  名称：

  Synthesis of 2,3-Dihydrobenzo[b]thiophen-3-amine 1,1-Dioxide Derivatives via LDA-Mediated Cyclization of o-(Alkylsulfonyl)benzyl Azides with Denitrogenation

  摘要：

  A new and efficient method for the synthesis of 2,3-dihydrobenzo[b]thiophen-3-amine 1,1-dioxide derivatives has been developed. Thus, treatment of o-(alkylsulfonyl)benzyl azides, which are readily obtainable from commercially available starting materials by easily operational sequences, with lithium diisopropylamide (LDA) in THE at -78 degrees C gives, after aqueous workup, 2,3-dihydrobenzo[b]thiophen-3-amine 1,1-dioxides. These products can be isolated in moderate to fair yields after N-protection with acylating agents.

  DOI：

  10.3987/com-17-13743
• 作为产物：
  描述：

  1-氯-4-(乙基硫代)苯 在 盐酸 、 聚合甲醛 、 溶剂黄146 、 zinc(II) chloride 作用下， 生成 4-chloro-2-(chloromethyl)-1-(ethylsulfanyl)benzene
  参考文献：
  名称：

  SEVEN- AND EIGHT-MEMBERED RINGS CONTAINING CARBON AND TWO SULPHUR ATOMS

  摘要：

  已成功合成了7-氯-2,3-二氢苯并(f)-1,4-二硫杂环己烷（IV），该化合物是从2-(2-氯乙硫基)-5-氯苄基氯化物(I)合成的。尝试使用这种方法合成IV的更高同系物失败，因为所需的中间体在烷基-硫键处发生了断裂。已确定对氯硫苯酚、甲醛和氯化氢的反应产物为2,8-二氯-6H,12H-二苯并(b,f)-1,5-二硫杂环庚烷(VI)，这是一个含有两个硫原子的八元环的三环系统。

  DOI：

  10.1139/v58-109

文献信息

• Prokof'eva,A.F. et al., Journal of general chemistry of the USSR, 1968, vol. 38, p. 2355 - 2357
  作者：Prokof'eva,A.F. et al.

  DOI：——

  日期：——
• Synthesis of 2,3-Dihydrobenzo[b]thiophen-3-amine 1,1-Dioxide Derivatives via LDA-Mediated Cyclization of o-(Alkylsulfonyl)benzyl Azides with Denitrogenation
  作者：Kazuhiro Kobayashi、Yuuki Chikazawa、Takashi Nogi

  DOI：10.3987/com-17-13743

  日期：——

  A new and efficient method for the synthesis of 2,3-dihydrobenzo[b]thiophen-3-amine 1,1-dioxide derivatives has been developed. Thus, treatment of o-(alkylsulfonyl)benzyl azides, which are readily obtainable from commercially available starting materials by easily operational sequences, with lithium diisopropylamide (LDA) in THE at -78 degrees C gives, after aqueous workup, 2,3-dihydrobenzo[b]thiophen-3-amine 1,1-dioxides. These products can be isolated in moderate to fair yields after N-protection with acylating agents.
• SEVEN- AND EIGHT-MEMBERED RINGS CONTAINING CARBON AND TWO SULPHUR ATOMS
  作者：Marshall Kulka

  DOI：10.1139/v58-109

  日期：1958.5.1

  7-Chloro-2,3-dihydrobenzo(f)-l,4-dithiepin (IV) has been synthesized from 2-(2-chloro-ethylmercapto)-5-chlorobenzyl chloride (I). Attempts to synthesize the higher homologues of IV by this method failed because the required intermediates cleaved at the alkyl–sulphur bond. A reaction product of p-chlorothiophenol, formaldehyde, and hydrogen chloride has been identified as 2,8-dichloro-6H,12H-dibenzo(b,f)-l,5-dithiocin (VI), a tricyclic system with the eight-membered ring containing two sulphur atoms.

  已成功合成了7-氯-2,3-二氢苯并(f)-1,4-二硫杂环己烷（IV），该化合物是从2-(2-氯乙硫基)-5-氯苄基氯化物(I)合成的。尝试使用这种方法合成IV的更高同系物失败，因为所需的中间体在烷基-硫键处发生了断裂。已确定对氯硫苯酚、甲醛和氯化氢的反应产物为2,8-二氯-6H,12H-二苯并(b,f)-1,5-二硫杂环庚烷(VI)，这是一个含有两个硫原子的八元环的三环系统。