2-(dimethylamino)-5-(4-methylphenyl)-1,3-oxazole | 256331-93-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(dimethylamino)-5-(4-methylphenyl)-1,3-oxazole
• 英文别名: N,N-dimethyl-5-(p-tolyl)oxazol-2-amine；N,N-dimethyl-5-(4-methylphenyl)-1,3-oxazol-2-amine
• CAS: 256331-93-8
• 化学式: C₁₂H₁₄N₂O
• 分子量: 202.256
• InChiKey: NQCXMDUEWRXPHG-UHFFFAOYSA-N

物化性质

• 沸点：
  313.6±40.0 °C(Predicted)
• 密度：
  1.093±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(dimethylamino)-5-(4-methylphenyl)-1,3-oxazole 在 高氯酸 、 ammonium acetate 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 3.0h， 生成 Dimethyl-(4-p-tolyl-1H-imidazol-2-yl)-amine; compound with perchloric acid
  参考文献：
  名称：

  A Simple Route to NewN(3)-Substituted 5-Aryl-2-(dialkylamino)-1,3-oxazolium Salts andN(1)-Substituted 4-Aryl-2-(dialkylamino)-1H-imidazoles

  摘要：

  In the reaction of N,N-dialkyl-dichloromethaniminium chlorides 11 with 2-aminoacetophenones 12, a general and simple route to heretofore unknown 5-aryl-substituted 2-(dialkylamino)-1,3-oxazolium salts 13 and 5-aryl-substituted 2-(dialkylamino)oxazoles 14 was found. From the 2-(dialkylamino)-1,3-oxazoles 14, the corresponding oxazolium salts 13 were obtained after alkylation with (MeO)(2)SO2. The new oxazolium salts 13 were converted to 1-substituted 4-aryl-2-(dialkylamino)-1H-imidazoles 9 by treatment with NH4OAc. The possible use of these 1H-imidazoles as dye educts was explored. Analytical data, as well as AMI calculations, reveal some remarkable differences between the structures of the neutral imidazoles 9 and their positively charged oxazolium precursors 13.

  DOI：

  10.1002/(sici)1522-2675(19991110)82:11<1981::aid-hlca1981>3.0.co;2-t
• 作为产物：
  描述：

  Alpha-甲基苯乙烯 在 2-甲基吡啶氧化物 、 甲烷磺酸 、 三苯基膦双(三氟甲磺酰亚胺)金 、 potassium tert-butylate 、 溴 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯苯 为溶剂， 反应 2.0h， 生成 2-(dimethylamino)-5-(4-methylphenyl)-1,3-oxazole
  参考文献：
  名称：

  Facile Gold-Catalyzed Heterocyclization of Terminal Alkynes and Cyanamides Leading to Substituted 2-Amino-1,3-Oxazoles

  摘要：

  Facile gold-catalyzed heterocyclization based upon intermolecular trapping of the generated alpha-oxo gold carbenes with various cyanamides (RRNCN)-R-2-N-3 (R-2/R-3 = Alk/Alk, -(CH2)(2)O(CH2)(2)-, Ar/Ar, Ar/H) has been developed. In most cases, 2-amino-1,3-oxazoles fiinctionalized at the nitrogen atom as well as at the fifth position of the heterocyclic ring (12 examples) were isolated hi good to moderate yields.

  DOI：

  10.1021/acs.orglett.5b01592