1,3-二甲基-6-(丙基氨基)-2,4(1H,3H)-嘧啶二酮 | 5770-45-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 1,3-二甲基-6-(丙基氨基)-2,4(1H,3H)-嘧啶二酮
• 中文别名: 2-磺酸根棕榈酸二钠
• 英文名称: 1,3-dimethyl-6-propylamino-1H-pyrimidine-2,4-dione
• 英文别名: 6-Propylamino-1,3-dimethyluracil；1,3-dimethyl-6-(propylamino)pyrimidine-2,4-dione
• CAS: 5770-45-6
• 化学式: C₉H₁₅N₃O₂
• 分子量: 197.237
• InChiKey: KQHLRFMQDRAHMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  52.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3-二甲基-6-(丙基氨基)-2,4(1H,3H)-嘧啶二酮 在 sodium azide 、 溴 作用下， 以 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 8-乙基-1,3-二甲基-1H-嘌呤-2,6(3H,7H)-二酮
  参考文献：
  名称：

  A High Chemical Reactivity of 5-Azidouracils and Its Synthetic Application: Novel Synthesis of 8-Substituted 1,3-Dimethylxanthine Derivatives

  摘要：

  A novel method for the preparation of 8-substituted 1,3-dimethylxanthine derivatives (7 or 8) is described: treatment of 6-alkylamino-5-bromo-1,3-dimethyluracils (6a-e), easily prepared by bromination of the corresponding 6-alkylamino-1, 3-dimethyluracils (5), with sodium azide in DMF at ambient temperature allowed the direct formation of the 8-substituted 1,3-dimethylxanthines (7) proceeding via a transient formation of the corresponding 5-azido-1 ,3-dimethyluracils. The 5-bromo-1,3-dimethyluracils (6f, g) possessing an ct-branched alkylamino group at the 6-position similarly react with sodium azide to afford 8,8-disubstituted 1,3-dimethyl-8H-xanthines (8,8-disubstituted 1,3-dimethyl-3,g-dihydropurine-2,6-diones)(8).

  DOI：

  10.3987/com-97-s68
• 作为产物：
  描述：

  1,3-二甲基-6-氨基脲嘧啶 在 硫酸 、 potassium carbonate 、 三氯氧磷 作用下， 以 水 、 甲苯 、 乙腈 为溶剂， 反应 9.0h， 生成 1,3-二甲基-6-(丙基氨基)-2,4(1H,3H)-嘧啶二酮
  参考文献：
  名称：

  CN116874435

  摘要：

  公开号：

文献信息

• Microwave-Assisted Facile One-Step Carbamoylation of 6-Aminouracils
  作者：Ill Lee、Young-Dae Gong、Jin Lee

  DOI：10.1055/s-2005-872099

  日期：——

  Carbamoylation of 6-aminouracils was achieved by reacting 6-aminouracils with isocyanates under computer-controlled microwave irradiation for a short reaction time. Under known thermal conditions, most of carbamoylated uracils are obtained in poor yields with long reaction times.

  在计算机控制的微波辐照下，通过较短的反应时间使 6-aminouracils 与异氰酸酯反应，实现了 6-aminouracils 的氨基甲酰化。在已知的热条件下，大多数氨基甲酰化尿嘧啶的产率较低，反应时间较长。
• Two-Step Synthetic Approach to 6-Substituted Pyrido[2,3-d]pyrimidine(1H,3H)-2,4-diones from 6-Amino-, 6-Alkylamino-, and 6-Arylamino-1,3-dimethyluracils
  作者：Kerstin Bischoff、Ulrich Girreser、Dieter Heber、Martin Schütt

  DOI：10.1515/znb-2006-0415

  日期：2006.4.1

  The Mannich reaction of 7-aryl-5,6-dihydropyrido[2,3-d]pyrimidines 3, easily accessible by condensation of 6-amino-1,3-dimethyluracil (1) with Mannich bases 2a - c, gives rise to a mixture of 7-aryl-6-(N,N-dimethylaminomethyl)pyrido[2,3-d]pyrimidines 6 and 7 as well as 1,2-bis- (7-arylpyrido[2,3-d]pyrimidin-6-yl)ethane 13 the ratio of which depends on the reaction conditions and the amine used. 6-Alkylamino-1,3-dimethyluracils 15 - 18 were converted to the corresponding 5-(3-oxo-3-phenylpropyl)uracils 19 - 22 by condensation with the Mannich base 2a. Ring closure of 19 - 22 was performed by Vilsmeier formylation to afford the 8-alkyl- and 7,8-diaryl-5,8- dihydropyrido[2,3-d]pyrimidine-6-carbaldehydes 9 - 12 via the corresponding iminium salts 27 - 30

  7-芳基-5,6-二氢吡啶并[2,3-d]嘧啶的Mannich反应3，通过6-氨基-1,3-二甲基尿嘧啶（1）与Mannich碱2a-c缩合而得，形成了一种混合物，其中包括7-芳基-6-(N,N-二甲胺基甲基)吡啶并[2,3-d]嘧啶6和7，以及1,2-双-(7-芳基吡啶并[2,3-d]嘧啶-6-基)乙烷13，其比例取决于反应条件和所使用的胺。6-烷基氨基-1,3-二甲基尿嘧啶15-18通过与Mannich碱2a缩合转化为相应的5-(3-氧代-3-苯基丙基)尿嘧啶19-22。将19-22进行Vilsmeier甲酰化环合，得到8-烷基和7,8-二芳基-5,8-二氢吡啶并[2,3-d]嘧啶-6-甲醛9-12，通过相应的亚胺盐27-30。
• A High Chemical Reactivity of 5-Azidouracils and Its Synthetic Application: Novel Synthesis of 8-Substituted 1,3-Dimethylxanthine Derivatives
  作者：Kosaku Hirota、Magoichi Sako、Hironao Sajiki

  DOI：10.3987/com-97-s68

  日期：——

  A novel method for the preparation of 8-substituted 1,3-dimethylxanthine derivatives (7 or 8) is described: treatment of 6-alkylamino-5-bromo-1,3-dimethyluracils (6a-e), easily prepared by bromination of the corresponding 6-alkylamino-1, 3-dimethyluracils (5), with sodium azide in DMF at ambient temperature allowed the direct formation of the 8-substituted 1,3-dimethylxanthines (7) proceeding via a transient formation of the corresponding 5-azido-1 ,3-dimethyluracils. The 5-bromo-1,3-dimethyluracils (6f, g) possessing an ct-branched alkylamino group at the 6-position similarly react with sodium azide to afford 8,8-disubstituted 1,3-dimethyl-8H-xanthines (8,8-disubstituted 1,3-dimethyl-3,g-dihydropurine-2,6-diones)(8).
• CN116874435
  申请人：——

  公开号：——

  公开（公告）日：——