2-(3-nitrobenzylideneamino)-4-(4-hydroxyphenyl)thiazole | 1253469-25-8

• 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: 2-(3-nitrobenzylideneamino)-4-(4-hydroxyphenyl)thiazole
• CAS: 1253469-25-8
• 化学式: C₁₆H₁₁N₃O₃S
• 分子量: 325.348
• InChiKey: RPYZLDIRFSCBIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.17
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  88.62
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-(3-nitrobenzylideneamino)-4-(4-hydroxyphenyl)thiazole 在 sodium methylate 、 potassium hydroxide 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 50.0h， 生成 2-(3-nitrobenzylideneamino)-4-[4-(β-D-glucopyranosyloxy)phenyl]thiazole
  参考文献：
  名称：

  Synthesis of 2-(Substituted Benzylideneamino)-4-(4′-hydroxyphenyl) Thiazoles and Their O-Glucosides

  摘要：

  2-Amino-4-(4'-hydroxyphenyl) thiazole 1a was prepared from reaction between p-hydroxyacetophenone, thiourea, and iodine; compound 1a was treated with several (aryl/hetro aryl) aldehydes to form 2-(substituted benzylideneamino)-4-(4'-hydroxyphenyl) thiazoles 2a-j, which were glucosylated by using acetobromoglucose as a glucosyl donor to afford 2-(substituted benzylideneamino)-4-(2, 3, 4, 6-tetera-o-acetyl-4 4'-o-beta-D-glucosidoxyphenyl) thiazoles 3a-j, which further on during deacetylation produced 2-(substituted benzylideneamino)-4-(4'-o-beta-D-glucosidoxyphenyl) thiazoles 4a-j. These compounds were evaluated for biological activity, and their structure was confirmed by IR, NMR, mass spectra, elemental, and chemical analysis.

  DOI：

  10.1080/07328303.2010.497589
• 作为产物：
  描述：

  对羟基苯乙酮 在 硫酸 、 碘 作用下， 反应 18.5h， 生成 2-(3-nitrobenzylideneamino)-4-(4-hydroxyphenyl)thiazole
  参考文献：
  名称：

  Synthesis of 2-(Substituted Benzylideneamino)-4-(4′-hydroxyphenyl) Thiazoles and Their O-Glucosides

  摘要：

  2-Amino-4-(4'-hydroxyphenyl) thiazole 1a was prepared from reaction between p-hydroxyacetophenone, thiourea, and iodine; compound 1a was treated with several (aryl/hetro aryl) aldehydes to form 2-(substituted benzylideneamino)-4-(4'-hydroxyphenyl) thiazoles 2a-j, which were glucosylated by using acetobromoglucose as a glucosyl donor to afford 2-(substituted benzylideneamino)-4-(2, 3, 4, 6-tetera-o-acetyl-4 4'-o-beta-D-glucosidoxyphenyl) thiazoles 3a-j, which further on during deacetylation produced 2-(substituted benzylideneamino)-4-(4'-o-beta-D-glucosidoxyphenyl) thiazoles 4a-j. These compounds were evaluated for biological activity, and their structure was confirmed by IR, NMR, mass spectra, elemental, and chemical analysis.

  DOI：

  10.1080/07328303.2010.497589