C-[4-(dimethylamino)phenyl]-N-[2-(hydroxymethyl)phenyl]nitrone | 211870-49-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: C-[4-(dimethylamino)phenyl]-N-[2-(hydroxymethyl)phenyl]nitrone
• CAS: 211870-49-4
• 化学式: C₁₆H₁₈N₂O₂
• 分子量: 270.331
• InChiKey: LWNCSZMROATRCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.51
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  49.54
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  C-[4-(dimethylamino)phenyl]-N-[2-(hydroxymethyl)phenyl]nitrone 、 二苯基硼酸酐 以 乙醇 为溶剂， 以83%的产率得到5-[4-(dimethylamino)phenylmethylene]-7,7-diphenyl-6,8-dioxa-5-azonia-7-borata-5H-6,7,8,9-tetrahydrobenzocycloheptene
  参考文献：
  名称：

  Aromatic aldonitrones of 2-(hydro×yamino)benzyl alcohol and their cyclic isomers. Crystal and molecular structures of a 1-hydro×y-1,2-dihydro-4<i>H</i>-3,1-benzo×azine, a boron chelate, and its parent nitrone ligand

  摘要：

  The synthesis of a series of C-aryl-N-[2-(hydroxymethyl)phenyl]nitron 5 (that can also exist under certain conditions as isomeric 1-hydroxy-2-aryl-1,2-dihydro-4H-3,1-benzoxazines 8), via 2-(hydroxyamino)benzyl alcohol, 4, and their subsequent reactions with oxybis(diphenylborane), (Ph2B)(2)O, leading to the 5-(arylmethylene)-7,7-diphenyl-6,8-dioxa 5-azonia-7-borata-5H-6,7,8,9-tetrahydrobenzocycloheptenes 6 are described. Crystals of 1-hydroxy-2-(4-methoxyphenyl)-1,2-dihydro-4H-3,1-benzoxazine, 8b, are monoclinic, a = 9.379(2), b = 10.699(2), c = 12.9392(7) Angstrom, beta = 99.916(2)degrees Z= 4 (two independent molecules), space group Pa; those of C- [4-(dimethylamino)phenyl]-N-[(2-hydroxymethyl)phenyl]nitrone 5c, are monoclinic, a = 7.687(1), b = 7.891(1), c = 11.5053(9) Angstrom, beta = 92.781(9)degrees Z= 2, space group P2(1); and those of 5-[4-(dimethylamino)phenylmethylene]-7,7-diphenyl-6,8-dioxa-5-azonia-7-borata-5H-6,7,8,9-tetrahydro-benzocyloheptene 6a, are monoclinic, a = 10.771(1), b = 13.1057(9), c = 16.8724(7) Angstrom, beta = 90.005(5)degrees Z = 4, space group P2(1)/n. The structures were solved by direct methods and refined by full-matrix least-squares procedures to R(F-2) = 0.120 (R-w(F-2) = 0.135) for all 3149 reflections (R(F) = 0.071, R-w(F) = 0.063 for 1500 reflections with I greater than or equal to 3 sigma(I)) for 8b and R(F) = 0.035 and 0.036 (R-w(F) = 0.031 and 0.038) for 1071 and 3594 reflections with I greater than or equal to 3 sigma(I), respectively, for 5c and 6a. Compound 8b is the first structurally characterized 1-hydroxy-1,2-dihydro-4H-3,1-benzoxazine derivative and 6a features a relatively rare seven-membered boron-containing heterocycle.

  DOI：

  10.1139/cjc-76-4-389