(5,6-dihydro-1,4,2-dioxazin-3-yl)-(2-hydroxy-phenyl)-methanone | 200419-35-8

• 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: (5,6-dihydro-1,4,2-dioxazin-3-yl)-(2-hydroxy-phenyl)-methanone
• 英文别名: 5,6-dihydro-1,4,2-dioxazin-3-yl-(2-hydroxyphenyl)methanone
• CAS: 200419-35-8
• 化学式: C₁₀H₉NO₄
• 分子量: 207.186
• InChiKey: AYDSIACNZPVOAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  68.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (5,6-dihydro-1,4,2-dioxazin-3-yl)-(2-hydroxy-phenyl)-methanone 在 盐酸羟胺 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 2.0h， 以60.8%的产率得到(5,6-Dihydro-[1,4,2]dioxazin-3-yl)-(2-hydroxy-phenyl)-methanone oxime
  参考文献：
  名称：

  Zwischenprodukte zur Herstellung von 3-(1-Hydroxyphenyl-1-alkoximinomethyl)dioxazinen

  摘要：

  公开号：

  EP1188753B1
• 作为产物：
  描述：

  benzofuran-2,3-dione 2-[O-(2-hydroxy-ethyl)-oxime] 在 盐酸 作用下， 以 乙醚 、 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， 生成 (5,6-dihydro-1,4,2-dioxazin-3-yl)-(2-hydroxy-phenyl)-methanone
  参考文献：
  名称：

  Process for preparing 3-(1-hydroxyphenyl-1-alkoximinomethyl) dioxazines

  摘要：

  本发明涉及多种新型工艺和新型中间体，用于制备3-(1-羟基苯基-1-烷氧基亚甲基)二氧杂环己烷，这些中间体被称为制备具有杀菌性能的化合物的中间体（WO 95-04728）。

  公开号：

  US06150521A1

文献信息

• [EN] PROCESS FOR PREPARING (E)-(5,6-DIHYDRO-1,4,2-DIOXAZINE-3-YL) (2-HYDROXYPHENYL) METHANONE O-METHYL OXIME<br/>[FR] PROCÉDÉ DE PRÉPARATION DE O-MÉTHYL OXIME DE (E)-(5,6-DIHYDRO-1,4,2-DIOXAZIN-3-YL) (2-HYDROXYPHÉNYL)MÉTHANONE
  申请人：ARYSTA LIFESCIENCE CORP

  公开号：WO2016193822A1

  公开（公告）日：2016-12-08

  A process for preparing (E)-(5,6-dihydro-l,4,2-dioxazin-3-yl)(2- hydroxyphenyl)methanone O-methyl oxime is described which includes: (i) reacting benzofuran-3(2H)-one O-methyl oxime (1) with at least one nitrite selected from n-butyl nitrite and tert-butyl nitrite, in the presence of a metal alkoxide to form (2Z,32)-2,3-benzofuran-dione O3-methyl dioxime (2) as the predominant isomer; (ii) reacting the (2Z,3Z)-2,3-benzofuran-dione O -methyl dioxime (2) with 2- haloethanol to form (2Z,3Z)-benzofuran-2,3-dione 02-(2-hydroxyethyl) O3 -methyl dioxime (3); and (iii) reacting the (2Z,3Z)-benzofuran-2,3-dione 02-(2-hydroxyethyl) & -methyl dioxime (3) with an acid to form (E)-(5,6-dihydro-l,4,2-dioxazin-3-yl)(2- hydroxyphenyl)methanone (9-methyl oxime (4);

  描述了一种制备(E)-(5,6-二氢-1,4,2-二噁嗪-3-基)(2-羟基苯基)甲酮O-甲基肟的方法，包括：(i)将苯并呋喃-3(2H)-酮O-甲基肟(1)与n-丁基亚硝酸酯和叔丁基亚硝酸酯中至少一种进行反应，在金属烷氧化物存在下形成(2Z,3Z)-2,3-苯并呋喃二酮O-3-甲基二肟(2)作为主要异构体；(ii)将(2Z,3Z)-2,3-苯并呋喃二酮O-甲基二肟(2)与2-卤乙醇反应，形成(2Z,3Z)-苯并呋喃-2,3-二酮O2-(2-羟乙基)O3-甲基二肟(3)；(iii)将(2Z,3Z)-苯并呋喃-2,3-二酮O2-(2-羟乙基)O-甲基二肟(3)与酸反应，形成(E)-(5,6-二氢-1,4,2-二噁嗪-3-基)(2-羟基苯基)甲酮O-甲基肟(4)。
• [EN] PROCESS FOR PREPARING FLUOXASTROBIN<br/>[FR] PROCÉDÉ DE PRÉPARATION DE FLUOXASTROBINE
  申请人：ARYSTA LIFESCIENCE CORP

  公开号：WO2015006203A1

  公开（公告）日：2015-01-15

  A process for preparing fluoxastrobin, including: (i) reacting benzofuran-3(2H)-one O-methyl oxime (10) with an alkyl nitrite in the presence of an acid to form (3E)-2,3-benzofuran-dione O3-methyl dioxime (11A) as a predominant isomer; (ii) reacting(3E)-2,3-benzofuran-dione O3-methyl dioxime (11A) with 2-haloethanol to form (3E)-benzofuran-2,3-dione O2-(2-hydroxyethyl) O3-methyl dioxime (12A); and (iii) reacting(3E)-benzofuran-2,3-dione O2-(2-hydroxyethyl) O3-methyl dioxime (12A) with a base to form (E)-(5,6-dihydro-1,4,2-dioxazin-3-yl)(2-hydroxyphenyl)methanone O-methyl oxime (13) (iv) reacting a 4,6-di-halo-5-fluoro-pyrimidine (5), wherein X1 is halogen, with (E)-(5,6-dihydro-1,4,2-dioxazin-3-yl)(2-hydroxyphenyl)methanone O-methyl oxime (13), in the presence of a solvent and optionally in the presence of a base, to form an (E)-(2-((6-halo-5-fluoropyrimidin-4-yl)oxy)phenyl)(5,6-dihydro-1,4,2-dioxazin-3-yl)methanone O-methyl oxime (14): (v) reacting the (E)-(2-((6-halo-5-fluoropyrimidin-4-yl)oxy)phenyl)(5,6-dihydro-1,4,2-dioxazin-3-yl)methanone O-methyl oxime (14) with 2-chlorophenol, in the presence of a solvent and optionally in the presence of a base, to form fluoxastrobin:.

  制备氟吡唑的过程包括：(i) 在酸的存在下，将苯并呋喃-3(2H)-酮O-甲基肟(10)与烷基亚硝酸酯反应，形成(3E)-2,3-苯并呋喃二酮O3-甲基二肟(11A)作为主要异构体；(ii) 将(3E)-2,3-苯并呋喃二酮O3-甲基二肟(11A)与2-卤乙醇反应，形成(3E)-苯并呋喃-2,3-二酮O2-(2-羟乙基)O3-甲基二肟(12A)；(iii) 将(3E)-苯并呋喃-2,3-二酮O2-(2-羟乙基)O3-甲基二肟(12A)与碱反应，形成(E)-(5,6-二氢-1,4,2-二噁嗪-3-基)(2-羟基苯基)甲酮O-甲基肟(13)；(iv) 在溶剂的存在下，可选地在碱的存在下，将4,6-二卤-5-氟嘧啶(5)，其中X1是卤素，与(E)-(5,6-二氢-1,4,2-二噁嗪-3-基)(2-羟基苯基)甲酮O-甲基肟(13)反应，形成(E)-(2-((6-卤-5-氟嘧啶-4-基)氧基)苯基)(5,6-二氢-1,4,2-二噁嗪-3-基)甲酮O-甲基肟(14)；(v) 在溶剂的存在下，可选地在碱的存在下，将(E)-(2-((6-卤-5-氟嘧啶-4-基)氧基)苯基)(5,6-二氢-1,4,2-二噁嗪-3-基)甲酮O-甲基肟(14)与2-氯苯酚反应，形成氟吡唑。
• [EN] PROCESS FOR THE PREPARATION OF FLUOXASTROBIN AND INTERMEDIATES THEREOF<br/>[FR] PROCÉDÉ DE PRÉPARATION DE FLUOXASTROBINE ET SES INTERMÉDIAIRES
  申请人：UPL LTD

  公开号：WO2021250558A1

  公开（公告）日：2021-12-16

  The invention provides an improved process for the preparation of fluoxastrobin and intermediates thereof. The present invention provides a process for the preparation of fluoaxastrobin, 4,6-dichloro-5-fluoro-pyrimidine and diethyl 2-chloromalonate that are substantially free of unwanted impurities.

  该发明提供了一种改进的用于制备氟吡唑酯及其中间体的工艺。本发明提供了一种用于制备氟吡唑酯、4,6-二氯-5-氟嘧啶和二乙基2-氯丙二酸酯的工艺，这些工艺基本上不含有不需要的杂质。
• Process for preparing 3-(1-hydroxyphenyl-1-alkoximinomethyl) dioxazines
  申请人：Bayer Aktiengesellschaft

  公开号：US20020169316A1

  公开（公告）日：2002-11-14

  Process for preparing 3-(1-hydroxyphenyl- 1 -alkoximinomethyl)dioxazines The present invention relates to a plurality of novel processes and novel intermediates for preparing 3-(1-hydroxyphenyl-1-alkoximinomethyl)dioxazines, which are known as intermediates for preparing compounds having fungicidal properties (WO 95-04728).

  制备3-(1-羟基苯基-1-烷氧基亚甲基)二氧杂环己烷的过程。本发明涉及一种制备3-(1-羟基苯基-1-烷氧基亚甲基)二氧杂环己烷的多种新工艺和新中间体，该中间体已知为制备具有杀菌性质的化合物的中间体（WO 95-04728）。
• Processes for preparing 3-(1-hydroxyphenyl-1-alkoximinomethyl) dioxazines
  申请人：Bayer Aktiengesellschaft

  公开号：US06479675B1

  公开（公告）日：2002-11-12

  The present invention relates to a plurality of novel processes and novel intermediates for preparing 3-(1-hydroxyphenyl-1-alkoximinomethyl)dioxazines, which are known as intermediates for preparing compounds having fungicidal properties (WO 95-04728).

  本发明涉及多种新型工艺和新型中间体，用于制备3-(1-羟基苯基-1-烷氧基亚甲基)二氧杂环己烷，该化合物是制备具有杀菌性能的化合物的中间体（WO 95-04728）。