N-butyl-α-hydroxybenzenethioacetamide

• 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-butyl-α-hydroxybenzenethioacetamide
• 英文别名: N-butyl-2-hydroxy-2-phenylethanethioamide
• 化学式: C₁₂H₁₇NOS
• 分子量: 223.339
• InChiKey: OUMICTOKGXVQNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯甲醛 、 异氰酸正丁酯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 乙醚 为溶剂， 反应 0.5h， 以81%的产率得到N-butyl-α-hydroxybenzenethioacetamide
  参考文献：
  名称：

  Generation of Carbamoyl- and Thiocarbamoyllithium Synthons Having a Hydrogen(s) or an Aryl Group on the Nitrogen and Their Trapping with Carbonyl Electrophiles

  摘要：

  Dimetalated amides 1 (Y = O) were generated as the synthons of carbamoyllithiums 2 (Y = O) by the reaction of isocyanates with iBu2AlTenBu and a subsequent tellurium-lithium exchange reaction. A series of amide derivatives 3 (Y = O) were obtained by the trapping of dianion 1 with electrophiles. This transformation can be successfully applied to the generation and trapping of thiocarbamoyllithium synthons 1 (Y = S) as well as to the nucleophilic introduction of the parent carbamoyl moiety H2NC(O).

  DOI：

  10.1021/ja065078f

文献信息

• Generation of Carbamoyl- and Thiocarbamoyllithium Synthons Having a Hydrogen(s) or an Aryl Group on the Nitrogen and Their Trapping with Carbonyl Electrophiles
  作者：Nobuaki Kambe、Toru Inoue、Takanobu Takeda、Shin-ichi Fujiwara、Noboru Sonoda

  DOI：10.1021/ja065078f

  日期：2006.10.1

  Dimetalated amides 1 (Y = O) were generated as the synthons of carbamoyllithiums 2 (Y = O) by the reaction of isocyanates with iBu2AlTenBu and a subsequent tellurium-lithium exchange reaction. A series of amide derivatives 3 (Y = O) were obtained by the trapping of dianion 1 with electrophiles. This transformation can be successfully applied to the generation and trapping of thiocarbamoyllithium synthons 1 (Y = S) as well as to the nucleophilic introduction of the parent carbamoyl moiety H2NC(O).