4,6-dimethyl[1,2,5]oxadiazolo[3,4-d]pyrimidine-5,7(4H,6H)-dione | 33070-47-2

• 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: 4,6-dimethyl[1,2,5]oxadiazolo[3,4-d]pyrimidine-5,7(4H,6H)-dione
• 英文别名: 4,6-dimethyl-4H-[1,2,5]oxadiazolo[3,4-d]pyrimidine-5,7-dione；4,6-dimethyl-5,7(4H,6H)-dioxo-(1,2,5)oxadiazolo[3,4-d]pyrimidine；4,6-Dimethyl-[1,2,5]oxadiazolo[3,4-d]pyrimidine-5,7(4H,6H)-dione；4,6-dimethyl-[1,2,5]oxadiazolo[3,4-d]pyrimidine-5,7-dione
• CAS: 33070-47-2
• 化学式: C₆H₆N₄O₃
• mdl: MFCD00218929
• 分子量: 182.139
• InChiKey: VJEGXHOSGFHGIK-UHFFFAOYSA-N

物化性质

• 沸点：
  329.5±52.0 °C(Predicted)
• 密度：
  1.510±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  79.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,3-二甲基-6-亚氨基-5-异亚硝基尿嘧啶 在 lead(IV) acetate 作用下， 以 苯 为溶剂， 生成 4,6-dimethyl[1,2,5]oxadiazolo[3,4-d]pyrimidine-5,7(4H,6H)-dione
  参考文献：
  名称：

  1,3-二甲基-6-氨基-5-亚硝基尿嘧啶与四乙酸铅的新型反应。

  摘要：

  DOI：

  10.1021/jo00975a031

文献信息

• Convenient and Versatile Synthetic Methods for Furazano[3,4-d]pyrimidines
  作者：Magoichi Sako、Souichi Oda、Kosaku Hirota、George P. Beardsley

  DOI：10.1055/s-1997-1349

  日期：1997.11

  Treatment of the readily available 6-amino-5-nitrosopyrimidines with a slight excess of iodobenzene diacetate or N-iodosuccinimide in anhydrous DMF containing three equivalents of lithium hydride at ambient temperature resulted in the smooth and versatile formation of the corresponding furazano[3,4-d]pyrimidines, which are useful intermediates for the preparation of biologically interesting fused pyrimidines.

  在含有三当量氢化锂的无水DMF中，以轻微过量的二乙酸碘苯或N-碘代琥珀酰亚胺处理易于获得的6-氨基-5-硝基嘧啶，并在室温下进行反应，顺利且多样地合成了相应的呋咱并[3,4-d]嘧啶，这些化合物是有趣的融合嘧啶生物活性物质的宝贵中间体。
• Ring closure reactions of β-nitroso-, β-acyl-, and β-thiocarbamoyl-α,β-unsaturated sulfilimines. Synthesis of [1,2,5]oxadiazolo[3,4-d]-, isoxazolo[3,4-d]-, and isothiazolo[3,4-d]pyrimidine derivatives from uracils
  作者：Nobuaki Matsumoto、Masahiko Takahashi

  DOI：10.1016/s0040-4020(02)01302-9

  日期：2002.12

  acils were treated with S,S-diphenylsulfilimine to give N-(1,3-dialkyluracil-6-yl)-S,S-diphenylsulfilimines. The uracilylsulfilimines were nitrosated, acylated, or thiocarbamoylated to give N-(5-nitroso-, 5-acyl-, or 5-thiocarbamoyluracil-6-yl)sulfilimines, respectively. These conjugated sulfilimines were cyclized by thermolysis or photolysis to [1,2,5]oxadiazolo[3,4-d], isoxazolo[3,4-d], or isothiazolo[3

  将1，3-二烷基-6-氯尿嘧啶用S，S-二苯基硫亚胺处理，得到N-（1，3-二烷基尿嘧啶-6-基）-S，S-二苯基硫亚胺。尿嘧啶亚氨基嘧啶被亚硝化，酰化或硫代氨基甲酰化，分别得到N-（5-亚硝基-，5-酰基-或5-硫代氨基甲酰基尿嘧啶-6-基）亚磺酰亚胺。通过热解或光解将这些共轭的亚硫亚胺环化为[1,2,5]恶二唑并[3,4- d ]，异恶唑并[3,4- d ]或异噻唑并[3,4- d ]嘧啶衍生物。
• 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.
• Yoneda, Fumio; Tachibana, Takako; Tanoue, Junko, Heterocycles, 1981, vol. 15, # 1, p. 341 - 344
  作者：Yoneda, Fumio、Tachibana, Takako、Tanoue, Junko、Yano, Tetsumi、Sakuma, Yoshiharu

  DOI：——

  日期：——
• ——
  作者：A. A. Yavolovsky、E. I. Ivanov、R. Yu. Ivanova

  DOI：10.1023/a:1017504525260

  日期：——