6-methyl-3-propionylbenzo[d]oxazol-2(3H)-one | 1158182-72-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 6-methyl-3-propionylbenzo[d]oxazol-2(3H)-one
• 英文别名: 6-Methyl-3-propanoyl-1,3-benzoxazol-2-one
• CAS: 1158182-72-9
• 化学式: C₁₁H₁₁NO₃
• 分子量: 205.213
• InChiKey: PKEGCJMONLCHOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-甲基-3H-1,3-苯并恶唑-2-酮 、 丙酸酐 反应 2.0h， 以98%的产率得到6-methyl-3-propionylbenzo[d]oxazol-2(3H)-one
  参考文献：
  名称：

  Electrogenerated N-heterocyclic carbenes: N-functionalization of benzoxazolones

  摘要：

  A simple electrochemical procedure for the N-acylation and N-alkylation of benzoxazol-2(3H)-ones has been set up via electrolysis of an ionic liquid containing a benzoxazolone followed by addition of saturated or unsaturated anhydrides or alkyl halides. The electrochemically induced N-functionalization of benzoxazol-2(3H)-ones works very well in all tested ionic liquids, avoiding the use of volatile organic solvents. The N-acyl and N-alkyl derivatives of benzoxazol-2(3H)-ones were isolated in good to excellent yields; moreover, the ionic liquid has been reused fivefold maintaining the high yield of the products. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.02.057

文献信息

• [EN] MACROLIDE ANTIBIOTICS<br/>[FR] ANTIBIOTIQUES A BASE DE MACROLIDES
  申请人：GLAXO GROUP LTD

  公开号：WO2002050091A1

  公开（公告）日：2002-06-27

  The present invention relates to 11,12 η lactone ketolides of formula (I) wherein R, R?1, R2, R3¿ are as defined herein and pharmaceutically acceptable salts and solvates thereof, to process for their preparation and their use in therapy or prophylaxis of systemic or topical bacterial infections in a human or animal body.

  本发明涉及式（I）的11,12-η内酯酮类化合物，其中R，R?1，R2，R3¿如本文所定义，并且其药学上可接受的盐和溶剂合物，以及其制备过程和在治疗或预防人类或动物体内的全身性或局部细菌感染中的应用。
• MACROLIDE ANTIBIOTICS
  申请人：GLAXO GROUP LIMITED

  公开号：EP1363925A1

  公开（公告）日：2003-11-26
• Electrogenerated N-heterocyclic carbenes: N-functionalization of benzoxazolones
  作者：I. Chiarotto、M. Feroci、M. Orsini、G. Sotgiu、A. Inesi

  DOI：10.1016/j.tet.2009.02.057

  日期：2009.5

  A simple electrochemical procedure for the N-acylation and N-alkylation of benzoxazol-2(3H)-ones has been set up via electrolysis of an ionic liquid containing a benzoxazolone followed by addition of saturated or unsaturated anhydrides or alkyl halides. The electrochemically induced N-functionalization of benzoxazol-2(3H)-ones works very well in all tested ionic liquids, avoiding the use of volatile organic solvents. The N-acyl and N-alkyl derivatives of benzoxazol-2(3H)-ones were isolated in good to excellent yields; moreover, the ionic liquid has been reused fivefold maintaining the high yield of the products. (C) 2009 Elsevier Ltd. All rights reserved.