N-(Diethyl-aminocarbonyl-methyl)-benzylamin | 100799-93-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(Diethyl-aminocarbonyl-methyl)-benzylamin
• 英文别名: 2-(benzylamino)-N,N-diethylacetamide
• CAS: 100799-93-7
• 化学式: C₁₃H₂₀N₂O
• mdl: MFCD08362884
• 分子量: 220.315
• InChiKey: XGIIDLHYCUWMKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  sodium;(2S)-2-[(2S,5R,6R)-3,3-dimethyl-7-oxo-2-phenylmethoxycarbonyl-4-thia-1-azabicyclo[3.2.0]heptan-6-yl]-2-hydroxyacetate 、 光气 、 N-(Diethyl-aminocarbonyl-methyl)-benzylamin 生成 Benzyl 6-beta-[S-1-(N-(Dimethylcarbamoylmethyl)-N-benzylcarbamoyl)-1-hydroxymethyl]penicillanate
  参考文献：
  名称：

  BARTH, WAYNE E.

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N-二乙基-2-氯乙酰胺 、 苄胺 在 sodium hydroxide 、 sodium iodide 作用下， 以 乙腈 为溶剂， 生成 N-(Diethyl-aminocarbonyl-methyl)-benzylamin 、 N,N-Bis-(diethyl-aminocarbonyl-methyl)-benzylamin
  参考文献：
  名称：

  SELECTIVE N-ALKYLATION OF PRIMARY AMINES WITH CHLOROACETAMIDES UNDER pH-CONTROLLED AQUEOUS CONDITIONS

  摘要：

  A practical method for selective alkylation of primary amines with chloroacetamides under modified Finkelstein conditions using stoichiometric amounts of sodium iodide in acetonitrile/water is described. An interesting finding in this study was that alpha-alkylaminoacetamides are less basic than the corresponding primary alkylamines by about 2pKa units; this necessitated a pH of 12 during alkylation to optimize the monoalkylation selectivity. Depending on the amount of primary amine used, mono: dialkylation selectivities ranged from 2.7 to 10.

  DOI：

  10.1081/scc-120002124

文献信息

• BARTH, WAYNE E.
  作者：BARTH, WAYNE E.

  DOI：——

  日期：——
• SELECTIVE N-ALKYLATION OF PRIMARY AMINES WITH CHLOROACETAMIDES UNDER pH-CONTROLLED AQUEOUS CONDITIONS
  作者：Eric Loeser、Kapa Prasad、Oljan Repic

  DOI：10.1081/scc-120002124

  日期：——

  A practical method for selective alkylation of primary amines with chloroacetamides under modified Finkelstein conditions using stoichiometric amounts of sodium iodide in acetonitrile/water is described. An interesting finding in this study was that alpha-alkylaminoacetamides are less basic than the corresponding primary alkylamines by about 2pKa units; this necessitated a pH of 12 during alkylation to optimize the monoalkylation selectivity. Depending on the amount of primary amine used, mono: dialkylation selectivities ranged from 2.7 to 10.