N-(2-氰基-4-氧代-4H-1-苯并吡喃-8-基)-4-(4-苯基丁氧基)苯甲酰胺 | 136450-11-8

• 物质功能分类: 医药中间体 - 吡喃类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: N-(2-氰基-4-氧代-4H-1-苯并吡喃-8-基)-4-(4-苯基丁氧基)苯甲酰胺
• 中文别名: N-(2-氰基-4-氧代-4H-色烯-8-基)-4-(4-苯基丁氧基)苯甲酰胺
• 英文名称: N-(2-cyano-4-oxo-4H-chromen-8-yl)-4-(4-phenylbutoxy)benzamide
• 英文别名: 8-[4-(4-phenyl-1-butoxy)-benzoyl]amino-2-cyano-4-oxo-4H-benzopyran；8-[4-(4-phenylbutoxy)benzoyl]amino-2-cyano-4-oxo-4H-benzopyran；8-[4-(4-phenylbutoxy)benzoyl]amino-2-cyano-4-oxo-4H-1-benzopyran；N-(2-cyano-4-oxochromen-8-yl)-4-(4-phenylbutoxy)phenylcarboxamide；N-(2-cyano-4-oxochromen-8-yl)-4-(4-phenylbutoxy)benzamide
• CAS: 136450-11-8
• 化学式: C₂₇H₂₂N₂O₄
• 分子量: 438.483
• InChiKey: ANMRPVKNZDBSIX-UHFFFAOYSA-N

物化性质

• 密度：
  1.30

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  88.4
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  N-(2-氰基-4-氧代-4H-1-苯并吡喃-8-基)-4-(4-苯基丁氧基)苯甲酰胺 在 sodium azide 、 氯化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以90%的产率得到pranlukast
  参考文献：
  名称：

  一种抗哮喘药普仑司特中间体的工业制备方法

  摘要：

  本发明公开了一种普仑司特中间体N‑(2‑氰基‑4‑氧代‑4H‑色烯‑8‑基)‑4‑(4‑丁氧苯基)苯甲酰胺（简称式一）的制备方法，该方法具体指4‑氧代‑8‑[4‑(4‑丁氧苯基)苯甲酰胺]‑4H‑色烯‑2‑甲酰胺（简称式二）经脱水反应制备N‑(2‑氰基‑4‑氧代‑4H‑色烯‑8‑基)‑4‑(4‑丁氧苯基)苯甲酰胺。所述普仑司特中间体式一的制备方法收率高，颜色好，纯度高，利于工业化生产。

  公开号：

  CN110938052A
• 作为产物：
  描述：

  N-(2-(hydroxyimino-methyl)-4-oxo-4H-chromen-8-yl)-4-(4-phenylbutoxy)-benzamide 在 乙酸酐 作用下， 反应 1.0h， 以80%的产率得到N-(2-氰基-4-氧代-4H-1-苯并吡喃-8-基)-4-(4-苯基丁氧基)苯甲酰胺
  参考文献：
  名称：

  A process for the preparation of nitrile compounds used as intermediates in the synthesis of cysteinyl leukotrienes antagonists

  摘要：

  一种制备式（I）化合物或其盐的方法，其中R是氨基，硝基或-NHCOR1基团，其中R1是C1-C6烷基或苯基，可以被-O-(CH2)n-苯基基团取代，其中n是1至6的整数；包括将式（II）化合物或其盐，作为单个异构体和异构体混合物，其中R如上所定义，与脱水剂反应，必要时在有机溶剂存在下，选配碱性剂；如果需要，将式（I）化合物转化为另一种式（I）化合物或其盐。

  公开号：

  EP1897873A1

文献信息

• Production process and intermediate of tetrazole compound
  申请人：Sumitomo Chemical Company, Limited

  公开号：US05874593A1

  公开（公告）日：1999-02-23

  There are disclosed an industrially favorable process for producing a tetrazole compound of general formula (1): ##STR1## characterized in that a nitrile of general formula (2): R.sup.1 CN (2) is reacted with hydrazine or a salt thereof in the presence of a catalyst, followed by reaction with a nitrous acid compound of general formula (3): ANO.sub.2 (3) or a nitrile of general formula (2) is reacted with hydrogen sulfide, followed by reaction with an alkyl halide of general formula (4): R.sup.4 J (4) with hydrazine or a salt thereof, and then with a nitrous acid compound of general formula (3); and an intermediate of general formula (5): R.sup.1 C(=R.sup.5)R.sup.6 (5) which is useful for the production of the tetrazole compound (in which R.sup.1 to R.sup.6, A and J in the above formulas are as defined in the specification).

  公开了一种工业上有利的生产一般式（1）的四唑化合物的过程：##STR1## 其特征在于通式（2）的腈：R.sup.1 CN（2）在催化剂的存在下与叠氮化合物或其盐发生反应，然后与一般式（3）的亚硝酸化合物：ANO.sub.2（3）发生反应，或者通式（2）的腈与硫化氢发生反应，然后与一般式（4）的烷基卤化物：R.sup.4 J（4）与叠氮化合物或其盐发生反应，然后与一般式（3）的亚硝酸化合物发生反应；以及通式（5）的中间体：R.sup.1 C(=R.sup.5)R.sup.6（5），对于四唑化合物的生产是有用的（其中上述公式中的R.sup.1至R.sup.6，A和J的定义如规范中所定义）。
• Process of producing 2-cyano-4-oxo-4H-benzopyran compounds
  申请人：Sumitomo Chemical Company, Limited

  公开号：US05659051A1

  公开（公告）日：1997-08-19

  There is disclosed a process of producing a 2-cyano-4-oxo-4H-benzopyran compound of the general formula (2): ##STR1## wherein R.sup.1 and R.sup.2 are independently hydrogen, halogen, hydroxy, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, nitro or a group of the RCONH wherein R is C.sub.1 -C.sub.20 alkyl, phenyl, phenyl-substituted (C.sub.1 -C.sub.20) alkyl, phenyl (C.sub.1 -C.sub.20)alkoxyphenyl or (C.sub.1 -C.sub.20) alkoxyphenyl. This production process is characterized in that a carboxamide of the general formula (1): ##STR2## wherein R.sup.1 and R.sup.2 are each as defined above, is reacted with a dehydrating agent in the presence of a pyridine compound of the general formula (4): ##STR3## wherein A.sup.1 and A.sup.2 are independently hydrogen or C.sub.1 -C.sub.5 alkyl. If the final product cannot be obtained as crystals having good filtration properties by ordinary treatments, a novel technique as disclosed herein can provide such crystals by dissolving the reaction product in an organic solvent insoluble or slightly soluble in water; pouring the resultant solution into water; and removing the organic solvent by distillation with stirring to effect the crystallization of the final product.

  本发明公开了一种生产一般式（2）的2-氰基-4-氧代-4H-苯并吡喃化合物的方法：其中R.sup.1和R.sup.2独立地为氢、卤素、羟基、C.sub.1-C.sub.5烷基、C.sub.1-C.sub.5氧烷基、硝基或RCONH的基团，其中R为C.sub.1-C.sub.20烷基、苯基、苯取代的（C.sub.1-C.sub.20）烷基、苯基（C.sub.1-C.sub.20）氧基苯基或（C.sub.1-C.sub.20）氧基苯基。该生产过程的特征在于，一般式（1）的羧酰胺：其中R.sup.1和R.sup.2如上所定义，与脱水剂在吡啶化合物的存在下反应，该吡啶化合物的一般式（4）：其中A.sup.1和A.sup.2独立地为氢或C.sub.1-C.sub.5烷基。如果最终产品不能通过常规处理获得具有良好过滤性能的晶体，本文所公开的新技术可以通过将反应产物溶解在有机溶剂中，该有机溶剂不溶或微溶于水中；将所得溶液倒入水中；并通过搅拌蒸馏去除有机溶剂以促使最终产品结晶来提供这样的晶体。
• PROCESS FOR THE PREPARATION OF NITRILE COMPOUNDS
  申请人：COLOMBO Lino

  公开号：US20080039640A1

  公开（公告）日：2008-02-14

  A process for the preparation of a compound of formula (I) or a salt thereof wherein R is an amino, nitro or —NHCOR 1 group, wherein R 1 is C 1 -C 6 alkyl or phenyl optionally substituted by a —O—(CH 2 ) n -phenyl group, wherein n is an integer of 1 to 6; comprising reacting a compound of formula (II) or a salt thereof, both as the individual isomer and as an isomeric mixture, wherein R is as defined above; with a dehydrating agent, if necessary in the presence of an organic solvent, and optionally in the presence of a basic agent; and, if desired, converting a compound of formula (I) to another compound of formula (I) or a salt thereof.

  一种制备式（I）化合物或其盐的方法，其中R为氨基，硝基或—NHCOR1基团，其中R1为C1-C6烷基或苯基，可选地被—O—（CH2）n-苯基基团取代，其中n为1至6的整数; 包括将式（II）化合物或其盐与脱水剂反应，如果必要，在有机溶剂存在下，可选地在碱性剂存在下，其中R如上所定义，包括其单一异构体和异构体混合物; 如果需要，将式（I）化合物转化为另一种式（I）化合物或其盐。
• PROCESS FOR PRODUCING NITRILE COMPOUND
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：EP1380578A1

  公开（公告）日：2004-01-14

  Processes for the preparation of the nitrile compound of formula (1). According to the present invention, the compound of formula (I) can be prepared cheaply and simply, therefore, the present invention is excellent as the industrial mass production method.

  制备化合物（1）的过程。根据本发明，化合物（I）可以便宜简单地制备，因此，本发明作为工业大规模生产方法是优秀的。
• Process for producing chromone compound
  申请人：Hibino Hiroaki

  公开号：US20050085664A1

  公开（公告）日：2005-04-21

  A process for producing a dicarboxylic acid compound represented by the formula (4): wherein R 1 and R 2 are the same or different and each represents lower alkyl and the wavy line indicates that this compound is the E- or Z-isomer or a mixture of them, characterized by reacting a compound represented by the formula (2): wherein R 1 , R 2 and the wavy line have the same meanings as the above, and one of X 2 and X 3 represents hydrogen and the other represents halogen, with nitrophenol represented by the formula (3): in the presence of a base; a process for producing a nitrochromone compound represented by the formula (5): wherein R 1 has the same meaning as the above, characterized by reacting the dicarboxylic acid compound or carboxylic acid thereof with an acid; a process for producing an aminochromone compound which comprises reducing the nitrochromone compound; and a process for producing an amidochromone compound which comprises acylating the aminochromone compound are provided.

  提供一种制备式（4）的二羧酸化合物的方法，其中R1和R2相同或不同，每个代表低级烷基，波浪线表示该化合物是E或Z异构体或它们的混合物，其特征在于将式（2）的化合物与硝基酚在碱的存在下反应，式中R1、R2和波浪线的含义与上述相同，X2和X3中的一个代表氢，另一个代表卤素；提供一种制备式（5）的硝基香豆素化合物的方法，其中R1的含义与上述相同，其特征在于将二羧酸化合物或其羧酸与酸反应；提供一种制备氨基香豆素化合物的方法，其包括还原硝基香豆素化合物；以及提供一种制备酰胺香豆素化合物的方法，其包括酰化氨基香豆素化合物。