6-chloro-2-(phenylamino)-3-phenyl-4(3H)-quinazolinone | 31730-55-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-chloro-2-(phenylamino)-3-phenyl-4(3H)-quinazolinone
• 英文别名: 2-anilino-6-chloro-3-phenyl-3H-quinazolin-4-one；2-Anilino-3-phenyl-6-chlorchinazolin-4(3H)-on；6-Chloro-3-phenyl-2-(phenylamino)quinazolin-4(3H)-one；2-anilino-6-chloro-3-phenylquinazolin-4-one
• CAS: 31730-55-9
• 化学式: C₂₀H₁₄ClN₃O
• 分子量: 347.804
• InChiKey: GLGKOEQYTGTNJC-UHFFFAOYSA-N

物化性质

• 沸点：
  527.2±52.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  44.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  一氧化碳 、 2-碘-4-氯苯胺 、 2-氯-5-异氰酸硝基苯 在 1,1'-双(二苯基膦)二茂铁 、 palladium diacetate 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 100.0 ℃ 、2.07 MPa 条件下， 反应 24.0h， 以64%的产率得到6-chloro-2-(phenylamino)-3-phenyl-4(3H)-quinazolinone
  参考文献：
  名称：

  Palladium-Catalyzed Cyclocarbonylation of o-Iodoanilines with Heterocumulenes:  Regioselective Preparation of 4(3H)-Quinazolinone Derivatives

  摘要：

  A catalyst system comprising palladium acetate-bidentate phosphine is effective for the cyclocarbonylation of o-iodoanilines with heterocumulenes at 70-100 degrees C for 12-24 h to give the corresponding 4(3H)-quinazolinone derivatives in good yields. Utilizing o-iodoaniline with isocyanates, carbodiimides, and ketenimines for the reaction, 2,4-( LH,3H)-quinazolinediones, 2-amino4(3H)-quinazolinones and 2-alkyl-4(3H)-quinazolinones were obtained, respectively. The nature of the substrates including the electrophilicity of the carbon center of the carbodiimide, and the stability of the ketenimine, influence the product yields of this reaction. Urea-type intermediates are believed to be generated first in situ from the reaction of o-iodoanilines with heterocumulenes, followed by palladium-catalyzed carbonylation and cyclization to yield the products.

  DOI：

  10.1021/jo991922r

文献信息

• 2-AMINOQUINAZOLINONE DERIVATIVE
  申请人：SUMITOMO DAINIPPON PHARMA CO., LTD.

  公开号：US20210380598A1

  公开（公告）日：2021-12-09

  The present invention provides a 2-aminoquinazolinone derivative. The present invention is a compound represented by formula (1) [wherein X 1 represents CR or N, X 2 represents CR 2 or N, X 3 represents CR 3 or N, Y represents an optionally substituted C 6-10 aryl or optionally substituted 6 to 10-membered heteroaryl, Z represents an optionally substituted C 6-10 aryl, R A represents a hydrogen atom, halogen, cyano, optionally substituted C 1-6 alkyl sulfonyl, optionally substituted C 1-6 alkyl, or optionally substituted C 1-6 alkoxy, and R 1 , R 2 , and R 3 independently represent a hydrogen atom, halogen, optionally substituted C 1-6 alkyl, or optionally substituted C 1-6 alkoxy] or a pharmaceutically acceptable salt thereof.

  本发明提供了一种2-氨基喹唑啉酮衍生物。本发明是一种化合物，由式（1）表示[其中X1表示CR或N，X2表示CR2或N，X3表示CR3或N，Y表示可选取代的C6-10芳基或可选取代的6到10元杂环芳基，Z表示可选取代的C6-10芳基，RA表示氢原子，卤素，氰基，可选取代的C1-6烷基磺酰基，可选取代的C1-6烷基或可选取代的C1-6烷氧基，R1、R2和R3独立地表示氢原子，卤素，可选取代的C1-6烷基或可选取代的C1-6烷氧基]或其药学上可接受的盐。
• 2-aminoquinazolinone derivative
  申请人：SUMITOMO DAINIPPON PHARMA CO., LTD.

  公开号：US11352366B2

  公开（公告）日：2022-06-07

  The present invention provides a 2-aminoquinazolinone derivative. The present invention is a compound represented by formula (1) [wherein X1 represents CR or N, X2 represents CR2 or N, X3 represents CR3 or N, Y represents an optionally substituted C6-10 aryl or optionally substituted 6 to 10-membered heteroaryl, Z represents an optionally substituted C6-10 aryl, RA represents a hydrogen atom, halogen, cyano, optionally substituted C1-6 alkyl sulfonyl, optionally substituted C1-6 alkyl, or optionally substituted C1-6 alkoxy, and R1, R2, and R3 independently represent a hydrogen atom, halogen, optionally substituted C1-6 alkyl, or optionally substituted C1-6 alkoxy] or a pharmaceutically acceptable salt thereof.

  本发明提供了一种2-氨基喹唑啉酮衍生物。本发明是一种由式（1）表示的化合物 [其中 X1 代表 CR 或 N，X2 代表 CR2 或 N，X3 代表 CR3 或 N，Y 代表任选取代的 C6-10 芳基或任选取代的 6 至 10 元杂芳基，Z 代表任选取代的 C6-10 芳基，RA 代表氢原子、卤素、氰基、任选取代的 C1-6 烷基磺酰基、任选取代的 C1-6 烷基或任选取代的 C1-6 烷氧基，且 R1、R2 和 R3 独立地代表氢原子、卤素、任选取代的 C1-6 烷基或任选取代的 C1-6 烷氧基]或其药学上可接受的盐。
• Palladium-Catalyzed Cyclocarbonylation of <i>o</i>-Iodoanilines with Heterocumulenes:  Regioselective Preparation of 4(3<i>H</i>)-Quinazolinone Derivatives
  作者：Chitchamai Larksarp、Howard Alper

  DOI：10.1021/jo991922r

  日期：2000.5.1

  A catalyst system comprising palladium acetate-bidentate phosphine is effective for the cyclocarbonylation of o-iodoanilines with heterocumulenes at 70-100 degrees C for 12-24 h to give the corresponding 4(3H)-quinazolinone derivatives in good yields. Utilizing o-iodoaniline with isocyanates, carbodiimides, and ketenimines for the reaction, 2,4-( LH,3H)-quinazolinediones, 2-amino4(3H)-quinazolinones and 2-alkyl-4(3H)-quinazolinones were obtained, respectively. The nature of the substrates including the electrophilicity of the carbon center of the carbodiimide, and the stability of the ketenimine, influence the product yields of this reaction. Urea-type intermediates are believed to be generated first in situ from the reaction of o-iodoanilines with heterocumulenes, followed by palladium-catalyzed carbonylation and cyclization to yield the products.