4-Bromo-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine | 200342-36-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 英文名称: 4-Bromo-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine
• CAS: 200342-36-5
• 化学式: C₁₀H₉BrN₂S
• 分子量: 269.165
• InChiKey: LFCRGUBAPIUFFY-UHFFFAOYSA-N

物化性质

• 沸点：
  397.3±37.0 °C(Predicted)
• 密度：
  1.656±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  苯甲醛 、 4-Bromo-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine 在 sodium hydride 、 1,3-二甲基咪唑 碘 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以55%的产率得到Phenyl(5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl)methanone
  参考文献：
  名称：

  Aroylation of Fused Pyrimidines; Synthesis of 4-Aroylfuro[2,3-d]-, 4-Aroylthieno[2,3-d]-, and 4-Aroylisoxazolo[5,4-d]pyrimidines

  摘要：

  4-Aroylfuro[2,3-d]-(4), 4-aroylthieno[2,3-d]-(7 and 8), and 4-aroylisoxazolo[5,4-d]pyrimidines (13) were synthesized by aroylation of the fused chloro-(3a and 12) or bromopyrimidines (3b, 5, and 6) with arenecarbaldehydes (2) catalyzed by an imidazolium salt (1a). The fused aroylpyrimidines (4 and 7) were also synthesized by oxidative decyanation of alpha-phenylheteroareneacetonitriles (10 and 11).

  DOI：

  10.3987/com-97-7914
• 作为产物：
  描述：

  5,6,7,8-四氢苯并[4,5]噻吩并[2,3-d]嘧啶-4-胺 在 二溴甲烷 、 亚硝酸异戊酯 作用下， 反应 1.0h， 以26%的产率得到4-Bromo-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine
  参考文献：
  名称：

  Aroylation of Fused Pyrimidines; Synthesis of 4-Aroylfuro[2,3-d]-, 4-Aroylthieno[2,3-d]-, and 4-Aroylisoxazolo[5,4-d]pyrimidines

  摘要：

  4-Aroylfuro[2,3-d]-(4), 4-aroylthieno[2,3-d]-(7 and 8), and 4-aroylisoxazolo[5,4-d]pyrimidines (13) were synthesized by aroylation of the fused chloro-(3a and 12) or bromopyrimidines (3b, 5, and 6) with arenecarbaldehydes (2) catalyzed by an imidazolium salt (1a). The fused aroylpyrimidines (4 and 7) were also synthesized by oxidative decyanation of alpha-phenylheteroareneacetonitriles (10 and 11).

  DOI：

  10.3987/com-97-7914

文献信息

• Aroylation of Fused Pyrimidines; Synthesis of 4-Aroylfuro[2,3-d]-, 4-Aroylthieno[2,3-d]-, and 4-Aroylisoxazolo[5,4-d]pyrimidines
  作者：Akira Miyashita、Kazuhiro Obae、Yumiko Suzuki、Etsuo Oishi、Ken-ichi Iwamoto、Takeo Higashino

  DOI：10.3987/com-97-7914

  日期：——

  4-Aroylfuro[2,3-d]-(4), 4-aroylthieno[2,3-d]-(7 and 8), and 4-aroylisoxazolo[5,4-d]pyrimidines (13) were synthesized by aroylation of the fused chloro-(3a and 12) or bromopyrimidines (3b, 5, and 6) with arenecarbaldehydes (2) catalyzed by an imidazolium salt (1a). The fused aroylpyrimidines (4 and 7) were also synthesized by oxidative decyanation of alpha-phenylheteroareneacetonitriles (10 and 11).