3-(3-氯苯基)-5-羟基-1-甲基咪唑烷-2,4-二酮 | 38655-58-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 中文名称: 3-(3-氯苯基)-5-羟基-1-甲基咪唑烷-2,4-二酮
• 英文名称: 3-(3-chloro-phenyl)-5-hydroxy-1-methyl-imidazolidine-2,4-dione
• 英文别名: 5-hydroxy-3-(3-chloro)phenyl-2,4-dioxo-1-methylimidazolidine；3-(3-Chlorophenyl)-5-hydroxy-1-methylimidazolidine-2,4-dione
• CAS: 38655-58-2
• 化学式: C₁₀H₉ClN₂O₃
• 分子量: 240.646
• InChiKey: LHHNFKHSCPUIBR-UHFFFAOYSA-N

物化性质

• 沸点：
  391.8±52.0 °C(Predicted)
• 密度：
  1.533±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  60.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲基磺酰氯 、 对氯苯酚 、 3-(3-氯苯基)-5-羟基-1-甲基咪唑烷-2,4-二酮 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以73%的产率得到5-(4-Chloro)phenoxy-3-(3-chloro)phenyl-2,4-dioxo-1-methylimidazolidine
  参考文献：
  名称：

  Herbicidal 5-substituted-2-4-imidazolidinediones

  摘要：

  具有以下公式的5-取代2,4-咪唑烷二酮，其中R为烷基，苯基或烷基取代的苯基，烷氧基，卤素，卤代烷基，硝基或其组合物; R.sub.1为烷基，环烷基，碳基烷基，烷基碳基烷基，碳基烷氧基，硫代碳基烷氧基，苯基，苯基烷基，烷基取代的苯基，烷氧基，卤代烷基，硝基或其组合物; 苄基或苄基取代一个或多个卤素; 吡啶，取代卤素的吡啶; 或杂环化合物，例如，但不限于，嘧啶，取代卤素，烷基或其组合物的嘧啶; 咪唑，甲基咪唑; 苯并咪唑; 三唑，取代卤代烷基，烷基或其组合物的三唑; 三唑烯，取代卤代烷基，烷基或其组合物的三唑烯; 噻唑或取代苯基的噻唑; R.sub.2为较低的烷基，苯基或苯基取代一个或多个烷基，卤素或卤代烷基; X为硫，氧或氮; n为从0到2的整数，包括0和2，在内，是有用的除草剂。还包括一种制造本发明的某些中间体的方法。

  公开号：

  US04871391A1
• 作为产物：
  描述：

  3-氯苄基脲 、 乙醛酸 以 氯仿 为溶剂， 生成 3-(3-氯苯基)-5-羟基-1-甲基咪唑烷-2,4-二酮 、 1-(3-chloro-phenyl)-5-hydroxy-3-methyl-imidazolidine-2,4-dione
  参考文献：
  名称：

  Assignment of isomeric hydroxyhydantoins: Linked-scan, tandem and high-resolution studies

  摘要：

  AbstractThe mass spectral fragmentation of hydroxyhydantoins was studied by a combination of high‐resolution, linked‐scan and collisionally activated decomposition (CAD) experiments. This endeavor resulted in the structural assignment of four pairs of synthetic hydroxyhydantoin isomers. A key feature in differentiating l‐methyl‐3‐ aryl‐5‐hydroxy‐2,4‐imidazolidinediones from 1‐aryl‐3‐methyl‐5‐hydroxy‐2,4‐imidazolidinediones is that under electron ionizarion (EI) conditions only the 1‐methyl‐3‐aryl‐5‐hydroxy‐2,4‐imidazolidinediones yield the [MeNHCHO]+˙ ion. The analogous [ArNHCHO]+˙ ion (where Ar is the aryl group) was present in the EI spectra of both isomers and its origins are explained by the linked‐scan and CAD experiments performed.

  DOI：

  10.1002/oms.1210260302

文献信息

• US4871391A
  申请人：——

  公开号：US4871391A

  公开（公告）日：1989-10-03
• Assignment of isomeric hydroxyhydantoins: Linked-scan, tandem and high-resolution studies
  作者：Bruce Onisko、Lydia Chang、Sydell Lewis

  DOI：10.1002/oms.1210260302

  日期：1991.3

  AbstractThe mass spectral fragmentation of hydroxyhydantoins was studied by a combination of high‐resolution, linked‐scan and collisionally activated decomposition (CAD) experiments. This endeavor resulted in the structural assignment of four pairs of synthetic hydroxyhydantoin isomers. A key feature in differentiating l‐methyl‐3‐ aryl‐5‐hydroxy‐2,4‐imidazolidinediones from 1‐aryl‐3‐methyl‐5‐hydroxy‐2,4‐imidazolidinediones is that under electron ionizarion (EI) conditions only the 1‐methyl‐3‐aryl‐5‐hydroxy‐2,4‐imidazolidinediones yield the [MeNHCHO]+˙ ion. The analogous [ArNHCHO]+˙ ion (where Ar is the aryl group) was present in the EI spectra of both isomers and its origins are explained by the linked‐scan and CAD experiments performed.
• Herbicidal 5-substituted-2-4-imidazolidinediones
  申请人：ICI Americas Inc.

  公开号：US04871391A1

  公开（公告）日：1989-10-03

  5-Substituted 2,4-imidazolidinediones having the formula ##STR1## wherein R is alkyl, phenyl or phenyl substituterd with alkyl, alkoxy, halo, haloalkyl, nitro or combinations thereof; R.sub.1 is alkyl, cycloalkyl, carboalkyl, alkylcarboalkyl, carboalkoxy, thionocarboalkoxy, phenyl, phenalkyl, phenyl substituted with alkyl, alkoxy, haloalkyl, nitro or combinations thereof; benzyl or benzyl substituted with one or more halo; pyridine, pyridine substituted with halo; or heterocycle such as, but not limited to, pyrimidine, pyrimidine substituted with halo, alkyl or combinations thereof; imidazole, methylimidazole; benzimidazole; triazole, triazole substituted with haloalkyl, alkyl or combinations thereof; triazoline, triazoline, triazoline substituted with haloalkyl, alkyl, or combinations thereof; thiazole or thiazole substituted with phenyl; R.sub.2 is lower alkyl, phenyl or phenyl substituted with one or more alkyl, halo or haloalkyl; X is sulfur, oxygen or nitrogen; and n is an integer from 0 to 2, inclusive, are useful herbicidal agents. Also included is a process of making certain intermediates of the invention.

  具有以下公式的5-取代2,4-咪唑烷二酮，其中R为烷基，苯基或烷基取代的苯基，烷氧基，卤素，卤代烷基，硝基或其组合物; R.sub.1为烷基，环烷基，碳基烷基，烷基碳基烷基，碳基烷氧基，硫代碳基烷氧基，苯基，苯基烷基，烷基取代的苯基，烷氧基，卤代烷基，硝基或其组合物; 苄基或苄基取代一个或多个卤素; 吡啶，取代卤素的吡啶; 或杂环化合物，例如，但不限于，嘧啶，取代卤素，烷基或其组合物的嘧啶; 咪唑，甲基咪唑; 苯并咪唑; 三唑，取代卤代烷基，烷基或其组合物的三唑; 三唑烯，取代卤代烷基，烷基或其组合物的三唑烯; 噻唑或取代苯基的噻唑; R.sub.2为较低的烷基，苯基或苯基取代一个或多个烷基，卤素或卤代烷基; X为硫，氧或氮; n为从0到2的整数，包括0和2，在内，是有用的除草剂。还包括一种制造本发明的某些中间体的方法。