2-dimethylaminomethylidene-6-methoxynaphtho[1,8-bc]pyran-3-one | 1139826-93-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-dimethylaminomethylidene-6-methoxynaphtho[1,8-bc]pyran-3-one
• 英文别名: 3-(dimethylaminomethylidene)-8-methoxy-2-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8,10-pentaen-4-one
• CAS: 1139826-93-9
• 化学式: C₁₆H₁₅NO₃
• 分子量: 269.3
• InChiKey: YVBLSVGTQDGUEH-UHFFFAOYSA-N

物化性质

• 熔点：
  202-203 °C(Solvent: Ethanol)
• 沸点：
  422.5±45.0 °C(predicted)
• 密度：
  1.312±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-dimethylaminomethylidene-6-methoxynaphtho[1,8-bc]pyran-3-one 、 苄胺 以 甲苯 为溶剂， 反应 3.5h， 以70%的产率得到2-benzylaminomethylidene-6-methoxynaphtho[1,8-bc]pyran-3-one
  参考文献：
  名称：

  Synthesis and reactions of 2-(dimethylaminomethylidene)-6-methoxynaphto[1,8-bc]pyran-3-one

  摘要：

  The reaction of 6-methoxynaphtho[1,8-bc]pyran-3-one with dimethylformamide dimethyl acetal gave the corresponding 2-dimetbylaminomethylidene derivative which reacted with amines to form new 2-aminomethylidene-6-methoxynaphtho[1,8-bc]pyran-3-ones via replacement of the dimethylamino group. 2-Dimethylaminomethylidene-6-methoxynaphtho[1,8-bc]pyran-3-one also reacted with 2,3-dimethylchromenium perchlorate and 1,2,3,3-tetramethyl-3H-indolium perchlorate to give the corresponding merocyanine dyes. The latter were examined for chemosensor and photochromic properties.

  DOI：

  10.1134/s1070428008040222
• 作为产物：
  描述：

  N,N-二甲基甲酰胺二甲基缩醛 、 6-methoxynaphthopyran-2-one 以 甲苯 为溶剂， 反应 3.0h， 以71%的产率得到2-dimethylaminomethylidene-6-methoxynaphtho[1,8-bc]pyran-3-one
  参考文献：
  名称：

  Synthesis and reactions of 2-(dimethylaminomethylidene)-6-methoxynaphto[1,8-bc]pyran-3-one

  摘要：

  The reaction of 6-methoxynaphtho[1,8-bc]pyran-3-one with dimethylformamide dimethyl acetal gave the corresponding 2-dimetbylaminomethylidene derivative which reacted with amines to form new 2-aminomethylidene-6-methoxynaphtho[1,8-bc]pyran-3-ones via replacement of the dimethylamino group. 2-Dimethylaminomethylidene-6-methoxynaphtho[1,8-bc]pyran-3-one also reacted with 2,3-dimethylchromenium perchlorate and 1,2,3,3-tetramethyl-3H-indolium perchlorate to give the corresponding merocyanine dyes. The latter were examined for chemosensor and photochromic properties.

  DOI：

  10.1134/s1070428008040222