2,2,2-三氯-N-(2-甲氧基苯基)乙酰胺 | 4257-82-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,2,2-三氯-N-(2-甲氧基苯基)乙酰胺
• 英文名称: 2-Methoxy-trichloracetanilid
• 英文别名: N-Trichloracetyl-o-anisidin；N-(2-methoxyphenyl)trichloroacetamide；2,2,2-Trichloro-N-(2-methoxyphenyl)acetamide
• CAS: 4257-82-3
• 化学式: C₉H₈Cl₃NO₂
• 分子量: 268.527
• InChiKey: GUSQKOKLRVFJRD-UHFFFAOYSA-N

物化性质

• 熔点：
  125-125.5 °C
• 沸点：
  335.3±42.0 °C(Predicted)
• 密度：
  1.485±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  2,2,2-三氯-N-(2-甲氧基苯基)乙酰胺 在 三苯基膦 作用下， 以 四氯化碳 、 二氯甲烷 为溶剂， 反应 4.0h， 以43%的产率得到N-(2-methoxyphenyl)dichloroacetimidoyl chloride
  参考文献：
  名称：

  N-Aryl-O-glycosyl Haloacetimidates as Glycosyl Donors

  摘要：

  Reaction of 1-O-unprotected tetra-O-acetyl- and tetra-O-benzyl-glucopyranose with N-aryl haloacetimidoyl chlorides in the presence of sodium hydride and 15-crown-5 afforded N-aryl-O-glucopyranosyl haloacetimidates. Mainly the -anomers were obtained in this anomeric O-acylation-type reaction. The glycosyl donor properties of these haloacetimidates were investigated with 6-O- and 4-O-unprotected glucopyranosides as acceptors. The results were compared with those obtained with the corresponding O-glucopyranosyl trichloroacetimidates as glycosyl donors and the same acceptors. It was found that N-(2-chloro-6-methylphenyl)-O-glucopyranosyl trifluoroacetimidates (16Ad, 16Bd) exhibit glycosyl donor properties closely related to those of the corresponding N-unsubstituted O-glucopyranosyl trichloroacetimidates (12A, 12B).

  DOI：

  10.1080/07328301003597673
• 作为产物：
  描述：

  邻甲氧基苯胺 、 三氯乙酸 在 三氯化磷 作用下， 反应 0.5h， 以85%的产率得到2,2,2-三氯-N-(2-甲氧基苯基)乙酰胺
  参考文献：
  名称：

  The Application ofN-Substituted Trichloroacetamides asin situIsocyanate Generating Reagents for the Synthesis of Acylureas and Sulfonylureas

  摘要：

  在过量粉末状氢氧化钠存在的二甲基亚砜溶液中，N-取代的三氯乙酰胺1被用作原位异氰酸酯生成试剂，能够与羧酰胺或磺酰胺2反应，生成酰基脲或磺酰脲3。

  DOI：

  10.1055/s-1987-28067

文献信息

• GOLOGIN V. M.; SVETKIN YU. V.; KURBANOV D., HEKOTOP. VOPR. ISSLED. RAZL. XIM. SISTEM. FIZ.-XIM. METODAMI, AZHXABAD, 1+
  作者：GOLOGIN V. M.、 SVETKIN YU. V.、 KURBANOV D.

  DOI：——

  日期：——
• ATANASSOVA, I. A.;PETROV, J. S.;MOLLOV, N. M., SYNTHESIS,(1987) N 8, 734-736
  作者：ATANASSOVA, I. A.、PETROV, J. S.、MOLLOV, N. M.

  DOI：——

  日期：——
• The Application of<i>N</i>-Substituted Trichloroacetamides as<i>in situ</i>Isocyanate Generating Reagents for the Synthesis of Acylureas and Sulfonylureas
  作者：Ivanka A. Atanassova、Jan S. Petrov、Nikola M. Mollov

  DOI：10.1055/s-1987-28067

  日期：——

  In dimethylsulfoxide solution in the presence of excess of powdered sodium hydroxide, N-subsituted trichloroacetamides 1 are used as in situ isocyanate generating reagents which can react with carboxamides or sulfonamides 2 to afford acylureas or sulfonylureas 3.

  在过量粉末状氢氧化钠存在的二甲基亚砜溶液中，N-取代的三氯乙酰胺1被用作原位异氰酸酯生成试剂，能够与羧酰胺或磺酰胺2反应，生成酰基脲或磺酰脲3。
• <i>N</i>-Aryl-<i>O</i>-glycosyl Haloacetimidates as Glycosyl Donors
  作者：Uschi Huchel、Pallavi Tiwari、Richard R. Schmidt

  DOI：10.1080/07328301003597673

  日期：2010.3.22

  Reaction of 1-O-unprotected tetra-O-acetyl- and tetra-O-benzyl-glucopyranose with N-aryl haloacetimidoyl chlorides in the presence of sodium hydride and 15-crown-5 afforded N-aryl-O-glucopyranosyl haloacetimidates. Mainly the -anomers were obtained in this anomeric O-acylation-type reaction. The glycosyl donor properties of these haloacetimidates were investigated with 6-O- and 4-O-unprotected glucopyranosides as acceptors. The results were compared with those obtained with the corresponding O-glucopyranosyl trichloroacetimidates as glycosyl donors and the same acceptors. It was found that N-(2-chloro-6-methylphenyl)-O-glucopyranosyl trifluoroacetimidates (16Ad, 16Bd) exhibit glycosyl donor properties closely related to those of the corresponding N-unsubstituted O-glucopyranosyl trichloroacetimidates (12A, 12B).