N1,N1-dimethyl-2-phenyl-N2-tosylacetamidine | 131657-45-9

• 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: N1,N1-dimethyl-2-phenyl-N2-tosylacetamidine
• 英文别名: N¹,N¹-dimethyl-2-phenyl-N²-tosylacetamidine；2-phenyl-1-(((4-methylphenyl)sulfonyl)imino)-N,N-dimethylethylamine；2-phenyl-1-{[(4-methylphenyl)sulfonyl]imino}-N,N-dimethylethylamine
• CAS: 131657-45-9
• 化学式: C₁₇H₂₀N₂O₂S
• 分子量: 316.424
• InChiKey: JSMDPRXOEFYIJR-ISLYRVAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.89
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  49.74
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N1,N1-dimethyl-2-phenyl-N2-tosylacetamidine 、 碘甲烷 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 2-phenyl-1-(((4-methylphenyl)sulfonyl)imino)-N,N-dimethylpropylamine
  参考文献：
  名称：

  Reactions and diastereoselectivity of N2-arylsulfonyl amidine anions

  摘要：

  Cyclic N1-alkyl-N2-sulfonyl amidine anions undergo stereoselective aldol reactions to give the syn diastereoisomer as the major product. The ratio of syn to anti aldol products decreases as the size of the N1-alkyl increases. This is interpreted as a change in the transition state from an open-aldol to a closed-Zimmerman-Traxler-type transition state.

  DOI：

  10.1021/jo00004a035
• 作为产物：
  描述：

  N,N-二甲基-2-苯基硫代乙酰胺 、 对甲基苯磺酰异氰酸酯 以 四氢呋喃 为溶剂， 反应 5.0h， 以80%的产率得到N1,N1-dimethyl-2-phenyl-N2-tosylacetamidine
  参考文献：
  名称：

  Reactions and diastereoselectivity of N2-arylsulfonyl amidine anions

  摘要：

  Cyclic N1-alkyl-N2-sulfonyl amidine anions undergo stereoselective aldol reactions to give the syn diastereoisomer as the major product. The ratio of syn to anti aldol products decreases as the size of the N1-alkyl increases. This is interpreted as a change in the transition state from an open-aldol to a closed-Zimmerman-Traxler-type transition state.

  DOI：

  10.1021/jo00004a035

文献信息

• A modular approach for multicomponent synthesis of amidines using modified Scolecite
  作者：Megha Jagadale、Pallavi Bhange、Rajashri Salunkhe、Deu Bhange、Mohan Rajmane、Gajanan Rashinkar

  DOI：10.1016/j.apcata.2015.11.010

  日期：2016.2

  Copper exchanged Scolecite was successfully synthesized and used as an efficient, mild and recyclable catalyst for promoting multi-component synthesis of amidines from 4-toluenesulfonyl azide, phenyl acetylene and variety of substituted amines in THF at ambient temperature in good yields within short reaction time.

  成功合成了铜交换的Scolecite，并将其用作高效，温和且可回收的催化剂，用于在环境温度下在短时间内以良好收率促进4-甲苯磺酰叠氮化物，苯基乙炔和各种取代胺在THF中由multi的多组分合成。