3-Chloro-4-(chloromethyl)-1-prop-2-enylpyrrolidin-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 3-Chloro-4-(chloromethyl)-1-prop-2-enylpyrrolidin-2-one
• 化学式: C₈H₁₁Cl₂NO
• 分子量: 208.087
• InChiKey: QIKAXUAIAUOSQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二氯丙烯胺 、 氯化亚铁 以60%的产率得到
  参考文献：
  名称：

  TSENG, C. K.;TEACH, E. G.;SIMONS, R. W., SYNTH. COMMUN., 1984, 14, N 11, 1027-1031

  摘要：

  DOI：

文献信息

• Acyclic and alicyclic N-substituted halo-2-pyrrolidinones and their
  申请人：Stauffer Chemical Company

  公开号：US04069038A1

  公开（公告）日：1978-01-17

  Acyclic and alicyclic N-substituted halo-2-pyrrolidinones having the formula ##STR1## in which Q is oxygen or sulfur; R is lower alkyl, haloalkyl, alkenyl, cycloalkyl, cycloalkylalkyl, benzyl and chlorobenzyl; X is hydrogen or chlorine, Y is chlorine or bromine and Z is chlorine or bromine, provided that when R is allyl, Y and Z are each chlorine or bromine, and provided that when R is cyclohexyl, X is other than chlorine. The compounds of this invention are prepared by a novel process and are useful as herbicides.

  本发明涉及一种公式为##STR1##的无环和脂环N取代卤代-2-吡咯烷酮，其中Q为氧或硫；R为低碳基，卤代碳基，烯基，环烷基，环烷基碳基，苄基和氯苄基；X为氢或氯，Y为氯或溴，Z为氯或溴，但当R为烯丙基时，Y和Z均为氯或溴，当R为环己基时，X不是氯。本发明的化合物通过一种新颖的方法制备，可用作除草剂。
• Preparation of acyclic and alicyclic N-substituted halo-2-pyrrolidinones
  申请人：Stauffer Chemical Company

  公开号：US04119636A1

  公开（公告）日：1978-10-10

  Acyclic and alicyclic N-substituted halo-2-pyrrolidinones having the formula ##STR1## in which Q is oxygen or sulfur; R is lower alkyl, haloalkyl, alkenyl, cycloalkyl, cycloalkylalkyl, benzyl and chlorobenzyl; X is hydrogen or chlorine, Y is chlorine or bromine and Z is chlorine or bromine, provided that when R is allyl, Y and Z are each chlorine or bromine, and provided that when R is cyclohexyl, X is other than chlorine. The compounds of this invention are prepared by a novel process and are useful as herbicides.

  本发明涉及一种具有以下式子的非环状和环状N-取代卤代-2-吡咯烷酮：##STR1## 其中Q是氧或硫；R是低碳基、卤代碳基、烯基、环烷基、环烷基烷基、苯甲基和氯苯甲基；X是氢或氯，Y是氯或溴，Z是氯或溴，但当R是烯丙基时，Y和Z各自是氯或溴，且当R是环己基时，X不是氯。本发明的化合物通过一种新颖的方法制备，可用作除草剂。
• 1-(3-substituted benzyl)-3-halogeno-4-(1-halogenoalkyl)-2-pyrrolidinone derivatives and herbicides containing them
  申请人：MITSUI TOATSU CHEMICALS, Inc.

  公开号：EP0402893A1

  公开（公告）日：1990-12-19

  1-(3-Substituted benzyl)-3-halogeno-4-(1-halogenoalkyl)-2-pyrrolidinones of the general formula (I): where X represents a hydrogen atom or halogen atom, Y and Z each represents a chlorine atom or bromine atom, and R represents an alkyl group with 2 to 4 carbon atoms, are herbicides useful in rice paddy fields to control weeds therein, especially Echinochloa crusgalli and can be produced subjecting the corresponding 3-dihalogeno compounds to dehalogenation to remove one of the halogen atoms or by cyclizing a 2,2-dihalogenoacetamide derivative represented by the general formula (II) under the presence of an appropriate catalyst; in which X, Y, Z and R respectively have the same meanings as described above.

  通式(I)的 1-(3-取代苄基)-3-卤代-4-(1-卤代烷基)-2-吡咯烷酮： 其中 X 代表氢原子或卤素原子，Y 和 Z 分别代表氯原子或溴原子，R 代表具有 2 至 4 个碳原子的烷基，这些除草剂可用于水稻田控制其中的杂草，特别是 Echinochloa crusgalli； 其中 X、Y、Z 和 R 分别具有与上述相同的含义。
• A green way to γ-lactams through a copper catalyzed ARGET-ATRC in ethanol and in the presence of ascorbic acid
  作者：Roberto Casolari、Fulvia Felluga、Vincenzo Frenna、Franco Ghelfi、Ugo M. Pagnoni、Andrew F. Parsons、Domenico Spinelli

  DOI：10.1016/j.tet.2010.11.025

  日期：2011.1

  A 'green' ARGET-ATRC, for the CuCl[PMDETA] catalysed cyclo-isomerization of N-allyl-alpha-polychloroamides to gamma-lactams is described. The process works efficiently (yields 78-96%), uses a bio-solvent, as ethanol, and exploits the reducing feature of ascorbic acid to limit, at a low level (2-4%), the amount of catalyst. To preserve the efficacy of the catalytic cycle, addition of Na2CO3 is essential, which quenches the HCl released during the CuCl[PMDETA] regeneration step. Profitable features of the process are: mild reaction temperatures (25-37 degrees C), relatively short reaction times (usually 5 h) and low solvent volumes (2 mmol of substrate/mL of ethanol). The method, upon stoichiometric adjustment, was also used for the synthesis of alpha,beta-unsaturated-gamma-lactams from N-(2-chloroallyl)-alpha-polychloroamides, via a tandem process involving an ATRC and a reductive [1,2]-elimination. (C) 2010 Elsevier Ltd. All rights reserved.
• US4069038A
  申请人：——

  公开号：US4069038A

  公开（公告）日：1978-01-17