6-amino-1,3-diphenyl-5-nitrosouracil | 135396-30-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-amino-1,3-diphenyl-5-nitrosouracil
• 英文别名: 6-Amino-5-nitroso-1,3-diphenylpyrimidine-2,4-dione
• CAS: 135396-30-4
• 化学式: C₁₆H₁₂N₄O₃
• 分子量: 308.296
• InChiKey: MTNXLKXCHQNGJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  96.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-amino-1,3-diphenyl-5-nitrosouracil 在 lead(IV) acetate 作用下， 以 溶剂黄146 为溶剂， 反应 0.5h， 以12%的产率得到4,6-diphenylfurazano<3,4-d>pyrimidine-5,7(4H,6H)-dione
  参考文献：
  名称：

  Mechanistic aspects of the oxidation of 1,3-disubstituted 6-amino-5-nitrosouracils with lead tetraacetate: the formation of pyrimido[5,4-g]pteridinetetrone 10-oxides

  摘要：

  Lead tetraacetate oxidation of 1,3-disubstituted 6-amino-5-nitrosouracils 1 in glacial acetic acid results in the formation of 1,3,6,8-tetrasubstituted pyrimido[5,4-g]pteridine-2,4,5,7(1H,3H,6H,8H)-tetrone 10-oxides 2. ESR studies and a number of chemical observations suggest a novel reaction sequence involving oxidative dimerization of 1 followed by intramolecular cyclization, oxidation, and homolytic elimination of nitrous oxide.

  DOI：

  10.1021/jo00022a017
• 作为产物：
  描述：

  6-azido-1,3-diphenyluracil 在 盐酸 、 lithium aluminium tetrahydride 、 sodium nitrite 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 1.0h， 生成 6-amino-1,3-diphenyl-5-nitrosouracil
  参考文献：
  名称：

  Mechanistic aspects of the oxidation of 1,3-disubstituted 6-amino-5-nitrosouracils with lead tetraacetate: the formation of pyrimido[5,4-g]pteridinetetrone 10-oxides

  摘要：

  Lead tetraacetate oxidation of 1,3-disubstituted 6-amino-5-nitrosouracils 1 in glacial acetic acid results in the formation of 1,3,6,8-tetrasubstituted pyrimido[5,4-g]pteridine-2,4,5,7(1H,3H,6H,8H)-tetrone 10-oxides 2. ESR studies and a number of chemical observations suggest a novel reaction sequence involving oxidative dimerization of 1 followed by intramolecular cyclization, oxidation, and homolytic elimination of nitrous oxide.

  DOI：

  10.1021/jo00022a017

文献信息

• Mechanistic aspects of the oxidation of 1,3-disubstituted 6-amino-5-nitrosouracils with lead tetraacetate: the formation of pyrimido[5,4-g]pteridinetetrone 10-oxides
  作者：Magoichi Sako、Seiji Ohara、Kosaku Hirota、Keuji Kano、Yoshifumi Maki、Edward C. Taylor

  DOI：10.1021/jo00022a017

  日期：1991.10

  Lead tetraacetate oxidation of 1,3-disubstituted 6-amino-5-nitrosouracils 1 in glacial acetic acid results in the formation of 1,3,6,8-tetrasubstituted pyrimido[5,4-g]pteridine-2,4,5,7(1H,3H,6H,8H)-tetrone 10-oxides 2. ESR studies and a number of chemical observations suggest a novel reaction sequence involving oxidative dimerization of 1 followed by intramolecular cyclization, oxidation, and homolytic elimination of nitrous oxide.