N,N-dimethyl-2-oxo-2-(2,3,5-trichlorophenyl)acetamide | 596845-20-4

• 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: N,N-dimethyl-2-oxo-2-(2,3,5-trichlorophenyl)acetamide
• CAS: 596845-20-4
• 化学式: C₁₀H₈Cl₃NO₂
• 分子量: 280.538
• InChiKey: RYFQBOOQKBGGMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N-dimethyl-2-oxo-2-(2,3,5-trichlorophenyl)acetamide 在 sodium hydroxide 、 草酰氯 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 生成 3-Methylsulfanyl-6-(2,3,5-trichlorophenyl)-1,2,4-triazin-5-amine
  参考文献：
  名称：

  Novel syntheses of the amino-1,2,4-triazine GW356194: identification of a synthesis amenable to scale up

  摘要：

  New syntheses of the amino-1,2,4-triazine, GW356194 have been developed to improve on existing methodology. The use of different amidrazones in cyclisations with alpha-keto and alpha-amido carbonyl compounds as the key step for the synthesis of the 1,2,4-triazine core was evaluated and the results are presented here. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01359-5
• 作为产物：
  描述：

  N,N,N'N'-tetramethyl oxamide 、 三氯苯 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以71%的产率得到N,N-dimethyl-2-oxo-2-(2,3,5-trichlorophenyl)acetamide
  参考文献：
  名称：

  Regiochemical observations on the lithiation of 1,2,4-trichlorobenzene and reaction with DMF and oxamide electrophiles in THF

  摘要：

  Unusual regiochemistry is observed in the products arising from the reaction of lithiated 1, 2,4-trichlorobenzene with N,N-dimethyiformamide and tetraalkyloxamides. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01360-1

文献信息

• Novel syntheses of the amino-1,2,4-triazine GW356194: identification of a synthesis amenable to scale up
  作者：Fiona M. Adam、Andrew J. Burton、Kevin S. Cardwell、Richard A. Cox、Richard A. Henson、Keith Mills、Jeremy C. Prodger、Mark B. Schilling、Daniel T. Tape

  DOI：10.1016/s0040-4039(03)01359-5

  日期：2003.7

  New syntheses of the amino-1,2,4-triazine, GW356194 have been developed to improve on existing methodology. The use of different amidrazones in cyclisations with alpha-keto and alpha-amido carbonyl compounds as the key step for the synthesis of the 1,2,4-triazine core was evaluated and the results are presented here. (C) 2003 Elsevier Ltd. All rights reserved.
• Regiochemical observations on the lithiation of 1,2,4-trichlorobenzene and reaction with DMF and oxamide electrophiles in THF
  作者：Andrew J. Burton、Kevin S. Cardwell、Matthew J. Fuchter、Mika K. Lindvall、Rajnikant Patel、Terry W. Packham、Jeremy C. Prodger、Mark B. Schilling、Matthew D. Walker

  DOI：10.1016/s0040-4039(03)01360-1

  日期：2003.7

  Unusual regiochemistry is observed in the products arising from the reaction of lithiated 1, 2,4-trichlorobenzene with N,N-dimethyiformamide and tetraalkyloxamides. (C) 2003 Elsevier Ltd. All rights reserved.