3-methyl-4-(p-tolylamino)phenol

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-methyl-4-(p-tolylamino)phenol
• 英文别名: 3-methyl-4-(4-methylanilino)phenol
• 化学式: C₁₄H₁₅NO
• 分子量: 213.279
• InChiKey: WANRVIOLUZKKSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对氯甲苯 、 4-氨基-3-甲基苯酚 在 chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl][2-(2-aminoethyl)phenyl]palladium(ll) 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以94%的产率得到3-methyl-4-(p-tolylamino)phenol
  参考文献：
  名称：

  Orthogonal Cu- and Pd-Based Catalyst Systems for the O- and N-Arylation of Aminophenols

  摘要：

  O- or N-arylated aminophenol products constitute a common structural motif in various potentially useful therapeutic agents and/or drug candidates. We have developed a complementary set of Cu- and Pd-based catalyst systems for the selective O- and N-arylation of unprotected aminophenols using aryl halides. Selective O-arylation of 3- and 4-aminophenols is achieved with copper-catalyzed methods employing picolinic acid or CyDMEDA, trans-N,N'-dimethyl-1,2-cyclohexanediamine, respectively, as the ligand. The selective formation of N-arylated products of 3- and 4-aminophenols can be obtained with BrettPhos precatalyst, a biarylmonophosphine-based palladium catalyst. 2-Aminophenol can be selectively N-arylated with CuI, although no system for the selective O-arylation could be found. Coupling partners with diverse electronic properties and a variety of functional groups can be selectively transformed under these conditions.

  DOI：

  10.1021/ja9081815

文献信息

• Fluoran derivatives
  申请人：KANZAKI PAPER MANUFACTURING CO., LTD

  公开号：EP0112710A1

  公开（公告）日：1984-07-04

  A new fluoran derivative useful as a colorless chromogenic material has the following formula: wherein R is cyclopentyl, cycloheptyl, cyclohexylmethyl or cyclohexyl substituted by at least one alkyl and having 7 to 10 carbon atoms; each R , R2 and R3 is hydrogen, an alkyl having 1 to 18 carbon atoms which may be substituted by at least one substituent selected from the group consisting of halogen atoms, alkoxyls and cyano, or an aralkyl which may be substituted by at least one substituent selected from the group consisting of halogen atoms, lower alkyls and lower alkoxyls, or both or R2 and R3 together with the adjacent nitrogen may from a heterocyclic ring which may include an oxygen or another nitrogen, or R3 is a cycloalkyl or aryl which may be substituted by at least one substituent selected from the group consisting of halogen atoms, lower alkyls, substituted alkyls, lower alkoxyls, amino, substituted aminos and acyls; each X and Y is hydrogen, a halogen atom or a lower alkyl or Y is a lower alkoxyl.

  一种可用作无色显色材料的新芴衍生物具有下式： 其中 R 是环戊基、环庚基、环己基甲基或被至少一个烷基取代且具有 7 至 10 个碳原子的环己基；每个 R、R2 和 R3 是氢、具有 1 至 18 个碳原子的烷基（可被至少一个选自卤素、烷氧基和氰基的取代基取代）或芳烷基（可被至少一个选自卤素、低级烷基和低级烷氧基的取代基取代）、或 R2 和 R3 两者或 R2 和 R3 连同邻近的氮可组成杂环，其中可包括一个氧或另一个氮，或 R3 为环烷基或芳基，可被至少一个从卤素原子、低级烷基、取代烷基、低级烷氧基、氨基、取代氨基和酰基组成的组中选出的取代基取代；每个 X 和 Y 是氢、卤素原子或低级烷基，或 Y 是低级烷氧基。
• Novel fluoran compounds and production and use thereof
  申请人：TAOKA CHEMICAL CO., LTD

  公开号：EP0176161A1

  公开（公告）日：1986-04-02

  A fluoran compound of the formula: wherein R1 is C3-C13 secondary alkyl with respect to the carbon atom bonded to the nitrogen atpm, R2 is C1-C4 primary alkyl, C3-C4 alkenyl or C3-C4 alkoxyalkyl, R3 and R4 are, same or different, hydrogen, halogen, C1-C4 alkyl or trifluoromethyl, R5 is hydrogen, methyl, ethyl or halogen, which is useful as a color former and develops deep black with a developer.

  一种氟烷化合物，其式如下 其中 R1 是 C3-C13 仲烷基（相对于与氮键合的碳原子而言），R2 是 C1-C4 伯烷基、C3-C4 烯基或 C3-C4 烷氧基烷基，R3 和 R4 是相同或不同的氢、卤素、C1-C4 烷基或三氟甲基，R5 是氢、甲基、乙基或卤素，可用作显色剂，用显色剂显深黑色。
• MONOPHASE SOLID SOLUTIONS COMPRISING A PLURALITY OF COLOUR FORMER COMPOUNDS AND PROCESS FOR THEIR PREPARATION
  申请人：Ciba Specialty Chemicals Holding Inc.

  公开号：EP1115579A1

  公开（公告）日：2001-07-18
• PREPARATION PROCESS FOR MANUFACTURE AND PURIFICATION OF MIXTURES OF FLUORAN COMPOUNDS AND RECORDING MATERIAL COMPRISING SAID MIXTURES OF FLUORAN
  申请人：Ciba Specialty Chemicals Holding Inc.

  公开号：EP1107972B1

  公开（公告）日：2003-01-02
• US4024157A
  申请人：——

  公开号：US4024157A

  公开（公告）日：1977-05-17