2-benzamidoethyl acetate | 92367-87-8

• 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: 2-benzamidoethyl acetate
• CAS: 92367-87-8
• 化学式: C₁₁H₁₃NO₃
• 分子量: 207.229
• InChiKey: FSQSNFFVEJCHQQ-UHFFFAOYSA-N

物化性质

• 熔点：
  43 °C(Solv: ligroine (8032-32-4))
• 沸点：
  164 °C(Press: 0.04 Torr)
• 密度：
  1.133±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-benzamidoethyl acetate 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以86%的产率得到N-(2-acetoxy-ethyl)-thiobenzamide
  参考文献：
  名称：

  微波辅助合成2-取代的2-噻唑啉和5,6-二氢-4H-1,3-噻嗪

  摘要：

  通过微波辅助聚磷酸乙酯（PPE）促进的ω-硫代酰胺醇的闭环反应，开发了一种高效且通用的合成2-取代的噻唑啉和5,6-二氢-4 H -1,3-噻嗪的方法。环化反应涉及S N 2型机理，具有反应时间短，产率高和可预测的立体化学结果的优点。无环前体是通过改进的二酰化-硫磺化-皂化顺序，从市售的ω-氨基醇中以高收率制备的。整个过程无金属且操作简单。

  DOI：

  10.1055/s-0039-1690822
• 作为产物：
  描述：

  苯甲酰氯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 2-benzamidoethyl acetate
  参考文献：
  名称：

  微波辅助合成2-取代的2-噻唑啉和5,6-二氢-4H-1,3-噻嗪

  摘要：

  通过微波辅助聚磷酸乙酯（PPE）促进的ω-硫代酰胺醇的闭环反应，开发了一种高效且通用的合成2-取代的噻唑啉和5,6-二氢-4 H -1,3-噻嗪的方法。环化反应涉及S N 2型机理，具有反应时间短，产率高和可预测的立体化学结果的优点。无环前体是通过改进的二酰化-硫磺化-皂化顺序，从市售的ω-氨基醇中以高收率制备的。整个过程无金属且操作简单。

  DOI：

  10.1055/s-0039-1690822

文献信息

• Water-Soluble Acylating Agents: Preparation of 2-Acylthio-1-alkylpyridinium Salts and Acylation of Phenols, Acids, and/or Amines with These Salts in an Aqueous Phase
  作者：Tohru Sakakibara、Yukie Watabe、Masahide Yamada、Rokuro Sudoh

  DOI：10.1246/bcsj.61.247

  日期：1988.1

  Reaction of phenols, amines, and acids with 2-benzoylthio-1-methylpyridinium chloride prepared in situ from benzoyl chloride and 1-methyl-2(1H)-pyridinethione, afforded the corresponding benzoyl derivatives in good yields. In the reaction of p-nitrophenol, even a catalytic amount of 1-methyl-2(1H)-pyridinethione proved to be effective. Similar reactions of p-nitrophenol with isobutyryl chloride and acetyl

  苯甲酰氯和 1-甲基-2(1H)-吡啶硫酮原位制备的 2-苯甲酰硫基-1-甲基氯化吡啶鎓与苯酚、胺和酸反应，以良好的收率得到相应的苯甲酰衍生物。在对硝基苯酚的反应中，即使是催化量的 1-甲基-2(1H)-吡啶硫酮也被证明是有效的。在 1-甲基-2(1H)-吡啶硫酮存在下，对硝基苯酚与异丁酰氯和乙酰氯的类似反应分别以 63% 和 44% 的产率得到对硝基苯异丁酸酯和对硝基苯乙酸酯。2-苯甲酰硫基-、2-乙酰硫基-和2-异丁酰硫基-1-乙基吡啶鎓四氟硼酸盐通过用四氟硼酸三乙基氧鎓处理相应的2-酰基硫代吡啶鎓来制备。这些吡啶鎓盐还在水相中充当酰化剂。
• Reaction of chromium (Fischer) carbenes and sulfilimines
  作者：Benito Alcaide、Luis Casarrubios、Gema Dominguez、Miguel A. Sierra

  DOI：10.1021/jo00067a020

  日期：1993.7

  The photochemical reactions of alkoxychromium (Fischer) carbenes and sulfilimines lead to imidates in fair to excellent yields. Aromatic, heteroaromatic, and alkylsulfilimines, the latter bearing functional groups such as cyano, sulfone, ether, ester, and dioxolane groups, gave the corresponding imidates in good to excellent yield. However, acyl- and sulfonyl-substituted sulfilimines did not react with chromium carbenes, except for sulfilimines bearing ethoxycarbonyl and phtalimidylamino groups. A variety of differently substituted chromium carbene complexes bearing alkyl, cycloalkyl, styryl, allyl, and alkynyl groups attached either at the carbene carbon or at the oxygen also gave imidates in good yields. For alpha,beta-unsaturated carbenes, the exclusive 1,2-addition of the sulfilimine nitrogen was observed at room temperature, in contrast to the behavior of other nitrogen nucleophiles which are reported to add in 1,4-fashion under these reaction conditions. In turn, optically active imidates of the type ArN=C(OR*)Me [R* = chiral substituent derived from (R)-(+)-1-phenyl-1-butanol, l-(-)-menthol, (1S)-endo-(-)-borneol, and (1R)-(-)-myrtenol] can be prepared efficiently by utilizing the corresponding chiral alkoxy group on the earbene moiety. The reactions above also occur in the dark but reaction times are considerably longer. N-Halosulfilimines reacted with alkoxychromium carbenes to yield N-acylsulfilimines instead of the expected N-haloimidates. Based upon a set of thermal and photochemical reactions between N-haloimidates and diphenyl sulfide in the absence of chromium complexes, the complex (CO)5CrNCMe is proposed to be responsible for this novel reaction of N-haloimidates and diphenyl sulfide.
• Mall, Thomas; Stamm, Helmut, Chemische Berichte, 1988, vol. 121, p. 1349 - 1352
  作者：Mall, Thomas、Stamm, Helmut

  DOI：——

  日期：——
• Reductive ring opening of N-benzoylaziridine by anthracene hydride (anion of 9,10-dihydroanthracene) via base-induced fragmentation of the intermediate carbonyl adduct
  作者：Helmut Stamm、Thomas Mall、Reinhard Falkenstein、Juergen Werry、Dieter Speth

  DOI：10.1021/jo00268a021

  日期：1989.3
• Behringer,H.; Kuchinka,K., Justus Liebigs Annalen der Chemie, 1961, vol. 650, p. 171 - 178
  作者：Behringer,H.、Kuchinka,K.

  DOI：——

  日期：——