3,3-Dimethyl-6-dimethylamino-1(3H)-isobenzofuranon | 149331-23-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 3,3-Dimethyl-6-dimethylamino-1(3H)-isobenzofuranon
• 英文别名: 3,3-dimethyl-6-(dimethylamino)-phthalide；3,3-dimethyl-6(dimethylamino)-phthalide；Isobenzofuranone,33-diMe-6-diMeAmino；6-(dimethylamino)-3,3-dimethyl-2-benzofuran-1-one
• CAS: 149331-23-7
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: KQJFKERLWABNGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,3-Dimethyl-6-dimethylamino-1(3H)-isobenzofuranon 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Synthese neuer N, N,1,1-Tetramethyl-isobenzofuranamine

  摘要：

  The nitrophthalides 3 a - d aimed as intermediates in the synthesis of the title compounds 6 a - d were obtained via regioselective reduction of 3-nitro-phthalic anhydride 1 or by nitration of phthalide and 3,3-dimethylphthalide, respectively. Reductive methylation of the nitro groups afforded the dimethylaminophthalides 5 a - d which in turn were reacted with MeMgI or in the case of 5 d reduced by LiAlH4 leading finally to the title compounds.

  DOI：

  10.1002/prac.19933350104
• 作为产物：
  描述：

  聚合甲醛 、 3,3-Dimethyl-6-nitro-1(3H)-isobenzofuranon 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 水 、 乙酸乙酯 为溶剂， 以87%的产率得到3,3-Dimethyl-6-dimethylamino-1(3H)-isobenzofuranon
  参考文献：
  名称：

  Synthese neuer N, N,1,1-Tetramethyl-isobenzofuranamine

  摘要：

  The nitrophthalides 3 a - d aimed as intermediates in the synthesis of the title compounds 6 a - d were obtained via regioselective reduction of 3-nitro-phthalic anhydride 1 or by nitration of phthalide and 3,3-dimethylphthalide, respectively. Reductive methylation of the nitro groups afforded the dimethylaminophthalides 5 a - d which in turn were reacted with MeMgI or in the case of 5 d reduced by LiAlH4 leading finally to the title compounds.

  DOI：

  10.1002/prac.19933350104

文献信息

• Substituted phthalides, a process for their preparations and pharmaceutical compositions containing them
  申请人：——

  公开号：US20030220393A1

  公开（公告）日：2003-11-27

  The invention relates to compounds of formula (I): wherein R 1 represents an alkyl or ureido group, R 2 represents an alkyl group or a hydrogen atom, or R 1 and R 2 together form a 5- or 6-membered ring, R 3 represents a group CN, NO 2 , NR a R′ a , NR a SO 2 ,R′ a CZR 5 or CZNR a R′ a , R 4 represents a hydrogen atom or a group R 3 . 1

  该发明涉及化合物的结构式(I)：其中R1代表烷基或脲基，R2代表烷基或氢原子，或者R1和R2一起形成5-或6-成员环，R3代表-CN、NO2、NRaR′a、NRaSO2、R′aCZR5或CZNRaR′a的基团，R4代表氢原子或基团R3.
• SUBSTITUIERTE PHTHALIDE ALS ANTIKONVULSIVE MEDIKAMENTE
  申请人：THE INSTITUTE OF MATERIA MEDICA OF CHINESE ACADEMYOF MEDICAL SCIENCES

  公开号：EP1320528A2

  公开（公告）日：2003-06-25
• US6689808B2
  申请人：——

  公开号：US6689808B2

  公开（公告）日：2004-02-10
• [EN] NEW SUBSTITUTED PHTHALIDES, A PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM<br/>[FR] NOUVEAUX PHTHALIDES SUBSTITUES, LEUR PROCEDE DE PREPARATION ET COMPOSITIONS PHARMACEUTIQUES LES CONTENANT
  申请人：INST MATERIA MEDICA

  公开号：WO2002000638A2

  公开（公告）日：2002-01-03

  The invention relates to compounds of formula (I): wherein R1 represents an alkyl or ureido group, R2 represents an alkyl group or a hydrogen atom, or R?1 and R2¿ together form a 5- or 6-membered ring, R3 represents a group CN, NO¿2?, NRaR'a, NRaSO2,R'aCZR?5¿ or CZNR¿a?R'a, R?4¿ represents a hydrogen atom or a group R3.
• Synthese neuer N, N,1,1-Tetramethyl-isobenzofuranamine
  作者：Peter Stanetty、Inge Rodler、Barbara Krumpak

  DOI：10.1002/prac.19933350104

  日期：——

  The nitrophthalides 3 a - d aimed as intermediates in the synthesis of the title compounds 6 a - d were obtained via regioselective reduction of 3-nitro-phthalic anhydride 1 or by nitration of phthalide and 3,3-dimethylphthalide, respectively. Reductive methylation of the nitro groups afforded the dimethylaminophthalides 5 a - d which in turn were reacted with MeMgI or in the case of 5 d reduced by LiAlH4 leading finally to the title compounds.