1,3-dimethyl-6-phenyl-6H-pyrrolo<3,4-d>pyrimidine-2,4(1H,3H)-dione | 67220-10-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1,3-dimethyl-6-phenyl-6H-pyrrolo<3,4-d>pyrimidine-2,4(1H,3H)-dione
• 英文别名: 1,3-dimethyl-6-phenyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione；1,3-dimethyl-6-phenylpyrrolo[3,4-d]pyrimidine-2,4-dione
• CAS: 67220-10-4
• 化学式: C₁₄H₁₃N₃O₂
• 分子量: 255.276
• InChiKey: FMBIQRHDCJYRLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-formyl-1,3-dimethyl-6-bromomethyl-2,4-(1H,3H)-pyrimidinedione 以 苯 为溶剂， 反应 48.0h， 生成 1,3-dimethyl-6-phenyl-6H-pyrrolo<3,4-d>pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  7-(取代氨基)-6H-吡咯并[3,4-d]嘧啶衍生物的简便制备

  摘要：

  6-苯基-7-(取代氨基)-6H-吡咯并[3,4-d]嘧啶-2,4(1H,3H)-二酮3由5-甲酰基-1,3-二甲基- 6-[(取代氨基)甲基]-2,4(1H,3H)-嘧啶二酮(1)与苯胺(2a)。

  DOI：

  10.1246/bcsj.62.3043

文献信息

• Pyrimidine derivatives and related compounds. XXXIII. Reactions of 6-bromomethyl-5-formyl-1,3-dimethyluracil and its hydrazones with nucleophiles. Synthesis of pyrrolo(3,4-d)pyrimidines and pyrimido(4,5-d)pyridazines.
  作者：KOSAKU HIROTA、YOSHIHIRO YAMADA、TETSUJI ASAO、SHIGEO SENDA

  DOI：10.1248/cpb.29.1525

  日期：——

  The reactions of 6-bromomethyl-5-formyl-1, 3-dimethyluracil (1) and its hydrazones (6a and 6b) with nucleophiles were investigated. Treatment of 1 with primary amines or hydrazines afforded pyrrolo [3, 4-d] pyrimidines or pyrimido [4, 5-d] pyridazines, respectively. When 6-bromomethyl-1, 3-dimethyluracil-5-carboxaldehyde tosylhydrazone (6a) was treated with hydrazine hydrate, it was readily converted into pyrrolo [3, 4-d] pyrimidine (7) and pyrimido [4, 5-d] pyridazine (8). The reaction of 6-bromomethyl-1, 3-dimethyluracil-5-carboxaldehyde acetylhydrazone (6b) with hydrazine hydrate gave N-aminopyrrolo [3, 4-d] pyrimidine (9).

  研究了6-溴甲基-5-甲醛-1,3-二甲基尿嘧啶（1）及其肼衍生物（6a和6b）与亲核试剂的反应。将1与初级胺或肼处理分别得到了吡咯并[3, 4-d]嘧啶或嘧啶并[4, 5-d]吡嗪。当6-溴甲基-1,3-二甲基尿嘧啶-5-甲醛对甲磺酸肼（6a）与肼水合物反应时，它很容易转化为吡咯并[3, 4-d]嘧啶（7）和嘧啶并[4, 5-d]吡嗪（8）。将6-溴甲基-1,3-二甲基尿嘧啶-5-甲醛乙酰肼（6b）与肼水合物反应得到N-氨基吡咯并[3, 4-d]嘧啶（9）。
• HIROTA, KOSAKU;YAMADA, YOSHIHIRO;ASAO, TETSUJI;SENDA, SHIGEO, CHEM. AND PHARM. BULL., 1981, 29, N 6, 1525-1532
  作者：HIROTA, KOSAKU、YAMADA, YOSHIHIRO、ASAO, TETSUJI、SENDA, SHIGEO

  DOI：——

  日期：——
• SENDA SHIGEO; HIROTA KOSAKU; ASAO TETSUJI; YAMADA YOSHIHIRO, SYNTHESIS, 1978, NO 6, 463-465
  作者：SENDA SHIGEO、 HIROTA KOSAKU、 ASAO TETSUJI、 YAMADA YOSHIHIRO

  DOI：——

  日期：——
• A Facile Preparation of 7-(Substituted amino)-6<i>H</i>-pyrrolo[3,4-<i>d</i>]pyrimidine Derivatives
  作者：Michihiko Noguchi、Yasutoshi Kiriki、Shoji Kajigaeshi

  DOI：10.1246/bcsj.62.3043

  日期：1989.9

  6-Phenyl-7-(substituted amino)-6H-pyrrolo[3,4-d]pyrimidine-2,4(1H,3H)-diones 3 were obtained by the reaction of 5-formyl-1,3-dimethyl-6-[(substituted amino)methyl]-2,4(1H,3H)-pyrimidinediones (1) with aniline (2a).

  6-苯基-7-(取代氨基)-6H-吡咯并[3,4-d]嘧啶-2,4(1H,3H)-二酮3由5-甲酰基-1,3-二甲基- 6-[(取代氨基)甲基]-2,4(1H,3H)-嘧啶二酮(1)与苯胺(2a)。