2-(4-methoxybenzylideneamino)-4-(4-hydroxyphenyl)thiazole | 1253469-22-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-methoxybenzylideneamino)-4-(4-hydroxyphenyl)thiazole
• 英文别名: 4-[2-[(4-Methoxyphenyl)methylideneamino]-1,3-thiazol-4-yl]phenol；4-[2-[(4-methoxyphenyl)methylideneamino]-1,3-thiazol-4-yl]phenol
• CAS: 1253469-22-5
• 化学式: C₁₇H₁₄N₂O₂S
• 分子量: 310.376
• InChiKey: SMMNMZXQAHUYIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  83
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(4-methoxybenzylideneamino)-4-(4-hydroxyphenyl)thiazole 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 生成
  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-(4-methoxybenzylideneamino)-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

文献信息

• Synthesis of 2-(Substituted Benzylideneamino)-4-(4′-hydroxyphenyl) Thiazoles and Their <i>O</i>-Glucosides
  作者：V. S. Taile、V. N. Ingle、K. M. Hatzade

  DOI：10.1080/07328303.2010.497589

  日期：2010.7.1

  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.