2-[3-bromo-1-(3-chloro-1-oxido-2-pyridinyl)-1H-pyrazol-5-yl]-6-chloro-8-methyl-4H-3,1-benzoxazin-4-one | 652980-09-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-[3-bromo-1-(3-chloro-1-oxido-2-pyridinyl)-1H-pyrazol-5-yl]-6-chloro-8-methyl-4H-3,1-benzoxazin-4-one
• 英文别名: 2-[5-Bromo-2-(3-chloro-1-oxidopyridin-1-ium-2-yl)pyrazol-3-yl]-6-chloro-8-methyl-3,1-benzoxazin-4-one
• CAS: 652980-09-1
• 化学式: C₁₇H₉BrCl₂N₄O₃
• 分子量: 468.093
• InChiKey: VGPOQXRPEKDUPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  81.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-chloro-1-(3-chloro-1-oxido-2-pyridinyl)-1H-pyrazole-5-carboxylic acid 、 2-氨基-5-氯-3-甲基苯甲酸 在 吡啶 、 甲基磺酰氯 、 水 作用下， 以 乙腈 为溶剂， 反应 0.42h， 以87.6%的产率得到2-[3-bromo-1-(3-chloro-1-oxido-2-pyridinyl)-1H-pyrazol-5-yl]-6-chloro-8-methyl-4H-3,1-benzoxazin-4-one
  参考文献：
  名称：

  [EN] METHOD FOR PREPARING FUSED OXAZINONES FROM ORTHO-AMINO AROMATIC CARBOXYLIC ACID AND A CARBOXYLIC ACID IN THE PRESENCE OF A SULFONYL CHLORIDE AND PYRIDINE
  [FR] PROCEDE D'ELABORATION D'OXAZINONES FUSIONNES

  摘要：

  公开号：

  WO2004011447A3

文献信息

• Method for preparing fused oxazinones from ortho-amino aromatic carboxylic acid and carboxylic acid in the presence of a sulfonyl chloride and pyridine
  申请人：Taylor Deguyon Eric

  公开号：US20050215785A1

  公开（公告）日：2005-09-29

  A method for preparing a fused oxazinone is disclosed in which (1) a carboxylic acid is contacted with a sulfonyl chloride in the presence of an optionally substituted pyridine compound, the nominal mole ratio of sulfonyl chloride to carboxylic acid being from about 0.75 to 1.5; (2) the mixture prepared in (1) is contacted with an ortho-amino aromatic carboxylic acid in the presence of an optionally substituted pyridine compound, the nominal mole ratio of the ortho-amino aromatic carboxylic acid to carboxylic acid charged in (1) being from about 0.8 to 1.2; and (3) additional sulfonyl chloride is added to the mixture prepared in (2), the nominal mole ratio of additional sulfonyl chloride added in (3) to carboxylic acid charged in (1) being at least about 0.5. Also disclosed is a method for preparing a compound of Formula III, using a compound of Formula 1a that is characterized by preparing the fused oxazinone of Formula 1a by the method above, using a compound of the formula LS(O) 2 Cl as the sulfonyl chloride, a compound of Formula 2′ as the carboxylic acid, and a compound of Formula 5′ as the ortho-amino aromatic carboxylic acid (FORMULA la) (FORMULA III) (FORMULA 2′) (FORMULA 5′) wherein L, X, Y and R 1 through R 9 are as defined in the disclosure.

  本发明公开了一种制备融合噁唑酮的方法，其中（1）在可选取代的吡啶化合物存在下，将羧酸与磺酰氯接触，磺酰氯与羧酸的名义摩尔比约为0.75至1.5；（2）在可选取代的吡啶化合物存在下，将（1）中制备的混合物与一种邻氨基芳香羧酸接触，邻氨基芳香羧酸与（1）中充电的羧酸的名义摩尔比约为0.8至1.2；（3）向（2）中制备的混合物中添加额外的磺酰氯，添加到（1）中充电的羧酸的名义摩尔比至少为0.5。本发明还公开了一种制备III式化合物的方法，使用式1a的化合物，其特征在于通过上述方法制备式1a的融合噁唑酮，使用式LS（O）2Cl作为磺酰氯，使用式2′的化合物作为羧酸，使用式5′的化合物作为邻氨基芳香羧酸（式la）（式III）（式2′）（式5′），其中L、X、Y和R1至R9如本公开文献所定义。
• METHOD FOR PREPARING FUSED OXAZINONES FROM ORTHO-AMINO AROMATIC CARBOXYLIC ACID AND A CARBOXYLIC ACID IN THE PRESENCE OF A SULFONYL CHLORIDE AND PYRIDINE
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP1549643B1

  公开（公告）日：2007-08-29
• US7339057B2
  申请人：——

  公开号：US7339057B2

  公开（公告）日：2008-03-04
• [EN] METHOD FOR PREPARING FUSED OXAZINONES FROM ORTHO-AMINO AROMATIC CARBOXYLIC ACID AND A CARBOXYLIC ACID IN THE PRESENCE OF A SULFONYL CHLORIDE AND PYRIDINE<br/>[FR] PROCEDE D'ELABORATION D'OXAZINONES FUSIONNES
  申请人：DU PONT

  公开号：WO2004011447A3

  公开（公告）日：2004-03-18