4-(Dimethylaminomethylideneamino)benzoyl chloride;hydrochloride | 1079387-46-4

• 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: 4-(Dimethylaminomethylideneamino)benzoyl chloride;hydrochloride
• CAS: 1079387-46-4
• 化学式: C₁₀H₁₁ClN₂O*ClH
• 分子量: 247.124
• InChiKey: BBSREORORHVRIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.71
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(Dimethylaminomethylideneamino)benzoyl chloride;hydrochloride 、 2,6-二氯苯胺 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 生成
  参考文献：
  名称：

  The Use of Formamidine Protection for the Derivatization of Aminobenzoic Acids

  摘要：

  N,N-Dimethylformamidine and novel N,N-diisopropylformamidine protecting groups were used to carry out a one-pot conversion of aminobenzoic acids into the corresponding amides. General conditions for an in situ transformation of aminobenzoic acids and their heterocyclic analogues into the corresponding formamidine-protected acid chlorides were developed. These chlorides were used in reactions with amines, including poorly reactive anilines. The protected amides were then smoothly deprotected by heating with ethylenediamine derivatives, resulting in a general procedure for the one-pot transformation of aminobenzoic acids into their amides. Our one-pot procedure was successfully applied to the preparation of several compounds of pharmaceutical interest.

  DOI：

  10.1021/jo8017186
• 作为产物：
  描述：

  (氯亚甲基)二甲基氯化铵 、 对氨基苯甲酸 以 二氯甲烷 为溶剂， 生成 4-(Dimethylaminomethylideneamino)benzoyl chloride;hydrochloride
  参考文献：
  名称：

  The Use of Formamidine Protection for the Derivatization of Aminobenzoic Acids

  摘要：

  N,N-Dimethylformamidine and novel N,N-diisopropylformamidine protecting groups were used to carry out a one-pot conversion of aminobenzoic acids into the corresponding amides. General conditions for an in situ transformation of aminobenzoic acids and their heterocyclic analogues into the corresponding formamidine-protected acid chlorides were developed. These chlorides were used in reactions with amines, including poorly reactive anilines. The protected amides were then smoothly deprotected by heating with ethylenediamine derivatives, resulting in a general procedure for the one-pot transformation of aminobenzoic acids into their amides. Our one-pot procedure was successfully applied to the preparation of several compounds of pharmaceutical interest.

  DOI：

  10.1021/jo8017186

文献信息

• The Use of Formamidine Protection for the Derivatization of Aminobenzoic Acids
  作者：Paul E. Zhichkin、Lisa H. Peterson、Catherine M. Beer、W. Martin Rennells

  DOI：10.1021/jo8017186

  日期：2008.11.21

  N,N-Dimethylformamidine and novel N,N-diisopropylformamidine protecting groups were used to carry out a one-pot conversion of aminobenzoic acids into the corresponding amides. General conditions for an in situ transformation of aminobenzoic acids and their heterocyclic analogues into the corresponding formamidine-protected acid chlorides were developed. These chlorides were used in reactions with amines, including poorly reactive anilines. The protected amides were then smoothly deprotected by heating with ethylenediamine derivatives, resulting in a general procedure for the one-pot transformation of aminobenzoic acids into their amides. Our one-pot procedure was successfully applied to the preparation of several compounds of pharmaceutical interest.