2-(4-chlorophenyl)-2-hydroxy-N-(4-hydroxy-3-methoxyphenethyl)acetamide | 528594-21-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(4-chlorophenyl)-2-hydroxy-N-(4-hydroxy-3-methoxyphenethyl)acetamide
• 英文别名: Benzeneacetamide, 4-chloro-alpha-hydroxy-N-(2-(4-hydroxy-3-methoxyphenyl)ethyl)-；2-(4-chlorophenyl)-2-hydroxy-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]acetamide
• CAS: 528594-21-0
• 化学式: C₁₇H₁₈ClNO₄
• 分子量: 335.787
• InChiKey: IEKPXXSTLVFKGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  78.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-chlorophenyl)-2-hydroxy-N-(4-hydroxy-3-methoxyphenethyl)acetamide 、 3-溴丙炔 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 以82 %的产率得到双炔酰菌胺
  参考文献：
  名称：

  Protecting group-free synthesis of the fungicide Mandipropamid

  摘要：

  DOI：

  10.24820/ark.5550190.p012.023
• 作为产物：
  描述：

  对氯苯乙酮 在 selenium(IV) oxide 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 ytterbium(III) triflate 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.25h， 生成 2-(4-chlorophenyl)-2-hydroxy-N-(4-hydroxy-3-methoxyphenethyl)acetamide
  参考文献：
  名称：

  Protecting group-free synthesis of the fungicide Mandipropamid

  摘要：

  DOI：

  10.24820/ark.5550190.p012.023

文献信息

• Process for the preparation of alpha hydroxycarboxylic acid amides
  申请人：Zeller Martin

  公开号：US20050014950A1

  公开（公告）日：2005-01-20

  The invention concerns a novel process for the preparation of 2-phenyl-2-hydroxy-N-[2-(3-alkoxy-4-hydroxyphenyl)-ethyl]-acetamides of the formula (I), wherein R 1 is alkyl, R 2 and R 3 are each independently hydrogen or alkyl, and R 4 is optionally substituted aryl or optionally substituted heteroaryl, which process comprises reacting a 2-(3-alkoxy-4-hydroxyphenyl)-ethylamine of the formula (II), wherein R 1 R 2 and R 3 are as defined above with a α-hydoxycarboxylic acid ester of the formula (III) or a dioxolanone of the formula (III)a, wherein R 4 is as defined above, and R 5 , R 6 and R 7 independently of each other are lower alkyl. The compounds of formula (I) are important intermediates for a novel group of fungicides derived from mandelic acid amides.

  本发明涉及一种新型的制备2-苯基-2-羟基-N-[2-(3-烷氧基-4-羟基苯基)-乙基]-乙酰胺（式（I））的方法，其中R1为烷基，R2和R3各自独立地为氢或烷基，而R4为可选的取代芳基或可选的取代杂环芳基，该方法包括将式（II）的2-(3-烷氧基-4-羟基苯基)-乙胺与式（III）的α-羟基羧酸酯或式（III）a的二氧杂环戊酮反应，其中R1、R2和R3如上所定义，而R4如上所述，而R5、R6和R7各自独立地为低烷基。式（I）的化合物是从苦杏仁酸酰胺衍生的一类新型杀菌剂的重要中间体。
• PROCESS FOR THE PREPARATION OF ALPHA-HYDROXYCARBOXYLIC ACID AMIDES
  申请人：Syngenta Participations AG

  公开号：EP1444195B1

  公开（公告）日：2005-08-10
• Process the preparation of alpha-hydroxycarboxylic acid amides
  申请人：Syngenta Participations AG

  公开号：EP1526128B1

  公开（公告）日：2007-01-03
• US7521579B2
  申请人：——

  公开号：US7521579B2

  公开（公告）日：2009-04-21
• [EN] PROCESS FOR PREPARATION OF DOLLAR G(A)-HYDROXYCARBOXYLIC ACID AMIDES<br/>[FR] PROCEDE DE PREPARATION D'AMIDES D'ACIDE HYDROCARBOXYLIQUE- DOLLAR G(A)
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2003042166A2

  公开（公告）日：2003-05-22

  The invention concerns a novel process for the preparation of 2-phenyl-2-hydroxy-N-[2-(3-alkoxy-4-hydroxyphenyl)-ethyl]-acetamides of the formula (I), wherein R1 is alkyl, R2 and R3 are each independently hydrogen or alkyl, and R4 is optionally substituted aryl or optionally substituted heteroaryl, which process comprises reacting a 2-(3-alkoxy-4-hydroxyphenyl)-ethylamine of the formula (II), wherein R1 R2 and R3 are as defined above with a α-hydoxycarboxylic acid ester of the formula (III) or a dioxolanone of the formula (III)a, wherein R4 is as defined above, and R5, R6 and R7 independently of each other are lower alkyl. The compounds of formula (I) are important intermediates for a novel group of fungicides derived from mandelic acid amides.