N-ethyl-2,4,6-trichlorophenoxyacetamide | 103436-00-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-ethyl-2,4,6-trichlorophenoxyacetamide
• 英文别名: N-ethyl-2-(2,4,6-trichlorophenoxy)acetamide
• CAS: 103436-00-6
• 化学式: C₁₀H₁₀Cl₃NO₂
• 分子量: 282.554
• InChiKey: IVLCILLCMMCPDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-ethyl-2,4,6-trichlorophenoxyacetamide 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以50%的产率得到N-ethyl-2,4,6-trichloro-aniline
  参考文献：
  名称：

  A Convenient Preparation of N-Alkyl and N-Arylamines by Smiles Rearrangement—Synthesis of Analogues of Diclofenac

  摘要：

  Smiles rearrangement of substituted aryloxyacetamides in which oxygen and-nitrogen are separated by COCH2 group has been successful even when the aryloxy ring carries weak or no electron withdrawing group. Earlier reports of such reactions involved either strong electron withdrawing groups or a special catalyst. The diphenylamines thus obtained gave analogues of diclofenac in only one case.

  DOI：

  10.1081/scc-120021996
• 作为产物：
  描述：

  2,4,6-涕 在 氯化亚砜 作用下， 以 苯 为溶剂， 生成 N-ethyl-2,4,6-trichlorophenoxyacetamide
  参考文献：
  名称：

  A Convenient Preparation of N-Alkyl and N-Arylamines by Smiles Rearrangement—Synthesis of Analogues of Diclofenac

  摘要：

  Smiles rearrangement of substituted aryloxyacetamides in which oxygen and-nitrogen are separated by COCH2 group has been successful even when the aryloxy ring carries weak or no electron withdrawing group. Earlier reports of such reactions involved either strong electron withdrawing groups or a special catalyst. The diphenylamines thus obtained gave analogues of diclofenac in only one case.

  DOI：

  10.1081/scc-120021996

文献信息

• Fungicidal (trihalophenoxy or trihalophenthio) alkylaminoalkyl pyridines
  申请人：Chevron Research Company

  公开号：US04588735A1

  公开（公告）日：1986-05-13

  Compounds of the Formula: ##STR1## wherein X is sulfur or oxygen; R is phenyl or phenyl substituted with 1 to 3 substituents independently selected from fluoro, chloro, bromo, iodo, lower alkyl or trihalomethyl; R.sup.1 is lower alkyl or lower alkoxyalkyl; and R.sup.2 is 5- or 6-member heterocyclic ring having 1 to 3 ring nitrogens and the remainder of the ring atoms carbon atoms, optionally substituted with 1 to 2 independent lower alkyl groups, provided that a nitrogen of the 5- or 6-member heterocyclic ring is not bonded to the adjacent --CH.sub.2 -- group; or the group --CH.sub.2 --R.sup.3 wherein R.sup.3 is a 5- or 6-member heterocyclic ring having 1 to 3 ring nitrogens and the remainder of the ring atoms carbon atoms, are fungicidal.

  化合物公式为：##STR1## 其中X为硫或氧；R为苯基或苯基上取代1至3个取代基，独立地选自氟、氯、溴、碘、低级烷基或三卤甲基；R.sup.1为低级烷基或低级烷氧基烷基；R.sup.2为具有1至3个环氮和其余环原子为碳原子的5-或6-成员杂环，可选择性地取代1至2个独立的低级烷基基团，前提是5-或6-成员杂环的氮原子不与相邻的--CH.sub.2--基团连接；或基团--CH.sub.2--R.sup.3，其中R.sup.3为具有1至3个环氮和其余环原子为碳原子的5-或6-成员杂环，具有杀真菌作用。
• Substituted heteroaralkyl, heteroaralkenyl or halomethyl fungicides
  申请人：Chevron Research Company

  公开号：US04892952A1

  公开（公告）日：1990-01-09

  Compounds of the formula: ##STR1## wherein R is phenyl or phenyl substituted with 1 to 4 of the same or different substituents selected from fluoro, chloro, bromo, iodo, lower alkyl and trihalomethyl; R.sup.1 is lower alkyl; Y is lower alkenyl substituted with a 5- or 6-member heterocyclic ring containing 1 to 3 nitrogen atoms and the remainder of the ring atoms carbon atoms, or --CH.sub.2 W wherein W is fluoro, chloro, bromo, iodo, or a 5- to 6-member heterocyclic ring containing 1 to 3 nitrogen atoms and the remainder of the ring atoms carbon atoms; and X and Z are independently sulfur or oxygen; are effective fungicides.

  化合物的公式为：## STR1 ## 其中R是苯基或苯基取代物，取代基为1至4个相同或不同的取代基，所选取代基包括氟、氯、溴、碘、低碳基和三卤甲基；R.sup.1是低碳基；Y是取代有含1至3个氮原子和其余环原子为碳原子的5-或6元杂环环的低烯基，或--CH.sub.2 W，其中W是氟、氯、溴、碘或含有1至3个氮原子和其余环原子为碳原子的5-至6元杂环环；X和Z分别是硫或氧；这些化合物是有效的杀菌剂。
• ——
  作者：SPATZ D. M.

  DOI：——

  日期：——
• US4588735A
  申请人：——

  公开号：US4588735A

  公开（公告）日：1986-05-13
• US4892952A
  申请人：——

  公开号：US4892952A

  公开（公告）日：1990-01-09