4,5-Dimethyl-3H-oxazolon-(2) | 59167-68-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,5-Dimethyl-3H-oxazolon-(2)
• 英文别名: 4,5-Dimethyl-4-oxazolin-2-on；4,5-dimethyl-3H-oxazol-2-one；4,5-Dimethyl-3H-oxazol-2-on；4,5-Dimethyl-1,3-oxazol-2(3h)-one；4,5-dimethyl-3H-1,3-oxazol-2-one
• CAS: 59167-68-9
• 化学式: C₅H₇NO₂
• 分子量: 113.116
• InChiKey: XFHVEEHRWSWVGA-UHFFFAOYSA-N

物化性质

• 密度：
  1.113±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,5-Dimethyl-3H-oxazolon-(2) 在 三氯氧磷 作用下， 以 乙醚 为溶剂， 反应 1.0h， 生成 4,5-dimethyl-2-methylthiooxazole
  参考文献：
  名称：

  Kjellin,G.; Sandstroem,J., Acta Chemica Scandinavica (1947), 1969, vol. 23, # 8, p. 2879 - 2887

  摘要：

  DOI：
• 作为产物：
  描述：

  氨基甲酸乙酯 以 N-甲基乙酰胺 、 丙酮 为溶剂， 生成 4,5-Dimethyl-3H-oxazolon-(2)
  参考文献：
  名称：

  Antithrombotic carboxylic acid amides

  摘要：

  公式1的羧酸酰胺具有抗血栓活性和Xa因子抑制活性。例如：2-(5-酰胺基-2-羟基苯基)-N-[3-甲基-4-(2-叔丁氧羰胺甲基-苯并咪唑-1-基)-苯基]-乙酰胺；2-(5-酰胺基-2-羟基苯基)-N-[3-甲基-4-(2-氨基甲基-苯并咪唑-1-基)-苯基]-乙酰胺；以及2-(5-酰胺基-2-羟基苯基)-N-[4-(4,5-二甲基-2-氧代-2,3-二氢咪唑-1-基)-3-甲基-苯基]-乙酰胺。

  公开号：

  US20020183519A1

文献信息

• Substituted oxazoles: syntheses via lithio intermediates
  作者：Scott E. Whitney、Bruce Rickborn

  DOI：10.1021/jo00009a025

  日期：1991.4

  Reactions of 2-alpha-, 2-, 4-, and 5-lithiooxazoles are used to prepare various substituted derivatives. Previously unrecognized time dependence for the reaction of a 2-lithiooxazole with benzaldehyde is described, and a rationale for this behavior is offered. Competitive reactions occur when the readily available 2,5-diphenyloxazole is treated with n-butyllithium. Deprotonation of the ortho position of the 2-phenyl group and addition of n-butyl to the 2-position of the oxazole compete with the desired 4-lithiation. The use of sec-butyllithium/catalytic lithium tetramethylpiperidide allows preferential formation of 4-lithio-25-diphenyloxazole. This intermediate has been converted to the 4-bromo, -methyl, -hydroxybenzyl, -benzoyl, and -trialkylsilyl derivatives. Lithiation of 2,4-diphenyloxazole and subsequent trimethylsilylation occur readily at the 5-position. Deprotonation of 2-alkyloxazoles occurs at the alpha-carbon in preference to ring sites. Further reaction of an alpha-phenyl-2-oxazolemethanol methoxymethyl ether with base and acetyl chloride leads to an acyloin derivative. Chromic acid oxidation is used to prepare both 2- and 4-benzoyloxazoles. The formation of a 2-ethoxyoxazole from the 2-oxazolone vis Meerwein salt chemistry is described.
• Notes - Investigation in Heterocycles. VII. Oxazolin-2-ones
  作者：George deStevens

  DOI：10.1021/jo01104a618

  日期：1958.10
• Krieg,B.; Lautenschlaeger,H., Justus Liebigs Annalen der Chemie, 1976, p. 208 - 220
  作者：Krieg,B.、Lautenschlaeger,H.

  DOI：——

  日期：——
• Antithrombotic carboxylic acid amides
  申请人：——

  公开号：US20020183519A1

  公开（公告）日：2002-12-05

  Carboxylic acid amides of formula 1 having antithrombotic activity and a factor Xa-inhibiting activity. Exemplary are: 2-(5-amidino-2-hydroxy-phenyl)-N-[3-methyl-4-(2-tert-butoxycarbonylaminomethyl -benzimidazol-1-yl)-phenyl]-acetamide; 2-(5-amidino-2-hydroxy-phenyl)-N-[3-methyl-4-(2-aminomethyl-benzimidazol-1-yl)-phenyl]-acetamide; and 2-(5-amidino-2-hydroxy-phenyl)-N-[4-(4,5-dimethyl-2-oxo-2,3-dihydroimidazol-1-yl) -3-methyl-phenyl]-acetamide.

  公式1的羧酸酰胺具有抗血栓活性和Xa因子抑制活性。例如：2-(5-酰胺基-2-羟基苯基)-N-[3-甲基-4-(2-叔丁氧羰胺甲基-苯并咪唑-1-基)-苯基]-乙酰胺；2-(5-酰胺基-2-羟基苯基)-N-[3-甲基-4-(2-氨基甲基-苯并咪唑-1-基)-苯基]-乙酰胺；以及2-(5-酰胺基-2-羟基苯基)-N-[4-(4,5-二甲基-2-氧代-2,3-二氢咪唑-1-基)-3-甲基-苯基]-乙酰胺。
• Kjellin,G.; Sandstroem,J., Acta Chemica Scandinavica (1947), 1969, vol. 23, # 8, p. 2879 - 2887
  作者：Kjellin,G.、Sandstroem,J.

  DOI：——

  日期：——