ethyl-2-(chloroamino)acetate | 78795-02-5

• 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: ethyl-2-(chloroamino)acetate
• 英文别名: Ethyl 2-(chloroamino)acetate
• CAS: 78795-02-5
• 化学式: C₄H₈ClNO₂
• 分子量: 137.566
• InChiKey: WOCQJGVQOIDUBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl-2-(chloroamino)acetate 、 利马西克 在 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 以70%的产率得到ethyl N-[(7,7-dimethyl-6-oxo-1,2,5-dithiazocan-4-yl)carbonyl]glycinate
  参考文献：
  名称：

  [EN] DITHIAZOCANE COMPOUNDS FOR THE COSMETIC USE THEREOF
  [FR] COMPOSÉS DE DITHIAZOCANE POUR LEUR UTILISATION EN COSMÉTIQUE

  摘要：

  该发明涉及至少一种如下面定义的公式(I)的化合物的非治疗性化妆品用途，作为漂白、增白和/或脱色角蛋白材料的代理，尤其是皮肤。该发明还涉及一种使用这些化合物(I)的非治疗性化妆品过程，用于脱色、增白和/或漂白角蛋白材料，尤其是皮肤。

  公开号：

  WO2019121761A1
• 作为产物：
  描述：

  甘氨酸乙酯盐酸盐 在 N-氯-N-甲基-4-甲苯磺酰胺 、 sodium perchlorate 作用下， 以 乙腈 为溶剂， 生成 ethyl-2-(chloroamino)acetate
  参考文献：
  名称：

  Use of N-chloro-N-methyl-p-toluenesulfonamide in N-chlorination reactions

  摘要：

  Second-order rate constants (k2) were determined for the addition of ten nitrogenous organic compounds (benzylamine, 2,2,2-trifluoethylamine chlorhidrate, methylamine chlorhidrate, glycine ethyl ester chlorhidrate, glycine, glycylglycine chlorhidrate, morpholine, pyperidine, pyperazine and dimethylamine) to the N-chloro-N-methyl-p-toluenesulfonamide (NCNMPT) in the formation reaction of N-chloramines in aqueous solution at 25 degrees C and ionic strength 0.5M. The series of nucleophiles considered is structurally very varied and covers five pKa units. The kinetic behaviour is similar for all compounds, being the elementary step the transfer of chlorine from the NCNMPT molecule to the nitrogen of the free amino group. These reactions were found first order in both reagents. The values of the rate constants indicate that the more basic amines produce N-chloramines more readily. Rate constants for the nucleophilic attack are shown to correlate with literature data for some of these nitrogenous organic compounds in their reaction with N-methyl-N-nitroso-p-toluenesulfonamide. Both reactions involve that the rate determining step is the attack of nitrogenous compounds upon electrophilic centre (Cl or else NO group). NCNMPT is a particularly interesting substrate, for which has not hitherto been published kinetic information, that allows us to assess the efficiency and the competitiveness of this reaction and compare it with other agents with a Cl+ atom. Copyright (c) 2013 John Wiley & Sons, Ltd.

  DOI：

  10.1002/poc.3127

文献信息

• [EN] DITHIAZOCANE COMPOUNDS FOR THE COSMETIC USE THEREOF<br/>[FR] COMPOSÉS DE DITHIAZOCANE POUR LEUR UTILISATION EN COSMÉTIQUE
  申请人：OREAL

  公开号：WO2019121761A1

  公开（公告）日：2019-06-27

  The invention relates to the non-therapeutic cosmetic use of at least one compound of formula (I) as defined below, as an agent for bleaching, lightening and/or depigmenting keratin materials, especially the skin. The invention also relates to a non-therapeutic cosmetic process for depigmenting, lightening and/or bleaching keratin materials, especially the skin, using these compounds (I).

  该发明涉及至少一种如下面定义的公式(I)的化合物的非治疗性化妆品用途，作为漂白、增白和/或脱色角蛋白材料的代理，尤其是皮肤。该发明还涉及一种使用这些化合物(I)的非治疗性化妆品过程，用于脱色、增白和/或漂白角蛋白材料，尤其是皮肤。
• Use of N-chloro-N-methyl-p-toluenesulfonamide in N-chlorination reactions
  作者：Cristina Pastoriza、Juan Manuel Antelo、Juan Crugeiras

  DOI：10.1002/poc.3127

  日期：2013.7

  Second-order rate constants (k2) were determined for the addition of ten nitrogenous organic compounds (benzylamine, 2,2,2-trifluoethylamine chlorhidrate, methylamine chlorhidrate, glycine ethyl ester chlorhidrate, glycine, glycylglycine chlorhidrate, morpholine, pyperidine, pyperazine and dimethylamine) to the N-chloro-N-methyl-p-toluenesulfonamide (NCNMPT) in the formation reaction of N-chloramines in aqueous solution at 25 degrees C and ionic strength 0.5M. The series of nucleophiles considered is structurally very varied and covers five pKa units. The kinetic behaviour is similar for all compounds, being the elementary step the transfer of chlorine from the NCNMPT molecule to the nitrogen of the free amino group. These reactions were found first order in both reagents. The values of the rate constants indicate that the more basic amines produce N-chloramines more readily. Rate constants for the nucleophilic attack are shown to correlate with literature data for some of these nitrogenous organic compounds in their reaction with N-methyl-N-nitroso-p-toluenesulfonamide. Both reactions involve that the rate determining step is the attack of nitrogenous compounds upon electrophilic centre (Cl or else NO group). NCNMPT is a particularly interesting substrate, for which has not hitherto been published kinetic information, that allows us to assess the efficiency and the competitiveness of this reaction and compare it with other agents with a Cl+ atom. Copyright (c) 2013 John Wiley & Sons, Ltd.