N-methyl-N'-tosylacetimidamide

• 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-methyl-N'-tosylacetimidamide
• 英文别名: N'-methyl-N-(4-methylphenyl)sulfonylethanimidamide
• 化学式: C₁₀H₁₄N₂O₂S
• 分子量: 226.299
• InChiKey: PWWIVBSTWFYBOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  66.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-methyl-N'-tosylacetimidamide 、 水 生成 N-乙酰基对甲苯磺酰胺
  参考文献：
  名称：

  DUBINA, V. L.;SHEBITCHENKO, L. N.;BELOV, P. N., VOPR. XIMII I XIM. TEXNOL., XARKOV, 1983, N 72, 79-82

  摘要：

  DOI：
• 作为产物：
  描述：

  N-甲基乙酰胺 、 对甲苯磺酰胺 在 重氮乙酸乙酯 、 manganese(II) perchlorate hexahydrate 作用下， 以 环己烷 为溶剂， 反应 12.0h， 以77%的产率得到N-methyl-N'-tosylacetimidamide
  参考文献：
  名称：

  Interception of Secondary Amide Ylide with Sulfonamides: Catalyst-Controlled Synthesis ofN-Sulfonylamidine Derivatives

  摘要：

  A novel, secondary amide activation strategy has been developed through the in situ generation of ylides from amides and diazoacetates. Under the developed reaction conditions, Mn-catalyzed ylide formation and interception reaction by sulfonamide delivered a variety of N-sulfonylamidines. Notably, when highly active Zn(OTf)(2) was used as the catalyst, further N-H insertion products were obtained. In contrast with traditional methods, our amide activation strategy is distinguished by accessible starting material, inexpensive catalyst, and broad substrate scope.

  DOI：

  10.1021/acs.orglett.8b00867

文献信息

• SUBSTITUTED 1H-PYRROLO [2,3-B]PYRIDINE AND 1H-PYRAZOLO [3, 4-B]PYRIDINE DERIVATIVES AS SALT INDUCIBLE KINASE 2 (SIK2) INHIBITORS
  申请人：Arrien Pharmaceuticals LLC

  公开号：EP2931722B1

  公开（公告）日：2020-02-05
• Interception of Secondary Amide Ylide with Sulfonamides: Catalyst-Controlled Synthesis of<i>N</i>-Sulfonylamidine Derivatives
  作者：Jijun Chen、Wenhao Long、Yonggang Yang、Xiaobing Wan

  DOI：10.1021/acs.orglett.8b00867

  日期：2018.5.4

  A novel, secondary amide activation strategy has been developed through the in situ generation of ylides from amides and diazoacetates. Under the developed reaction conditions, Mn-catalyzed ylide formation and interception reaction by sulfonamide delivered a variety of N-sulfonylamidines. Notably, when highly active Zn(OTf)(2) was used as the catalyst, further N-H insertion products were obtained. In contrast with traditional methods, our amide activation strategy is distinguished by accessible starting material, inexpensive catalyst, and broad substrate scope.
• DUBINA, V. L.;SHEBITCHENKO, L. N.;BELOV, P. N., VOPR. XIMII I XIM. TEXNOL., XARKOV, 1983, N 72, 79-82
  作者：DUBINA, V. L.、SHEBITCHENKO, L. N.、BELOV, P. N.

  DOI：——

  日期：——