2-N,N-dimethylamino-6-nitro-benzoxazole | 460067-98-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 2-N,N-dimethylamino-6-nitro-benzoxazole
• 英文别名: 2-dimethylamino-6-nitrobenzoxazole；N,N-dimethyl-6-nitro-1,3-benzoxazol-2-amine
• CAS: 460067-98-5
• 化学式: C₉H₉N₃O₃
• 分子量: 207.189
• InChiKey: CIAIHMZXYLTDCU-UHFFFAOYSA-N

物化性质

• 熔点：
  174.5-176 °C(Solv: chloroform (67-66-3); methanol (67-56-1))
• 沸点：
  327.7±34.0 °C(Predicted)
• 密度：
  1.386±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  75.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-N,N-dimethylamino-6-nitro-benzoxazole 在 palladium on activated charcoal zinc/copper couple 、 氢气 、 potassium carbonate 、 三氯氧磷 作用下， 以 乙醇 、 丁酮 为溶剂， 反应 17.75h， 生成 N-{4-[(N,N-dimethyl-2-amino-oxazolo[4,5-b]acridin-10(5H)-ylidene)amino]-3-methoxyphenyl}methanesulfonamide
  参考文献：
  名称：

  SYNTHESIS OF NEW TETRACYCLE FUSED ACRIDINE ANALOGUES BEARING OXAZOLE RING

  摘要：

  New acridine derivatives have been prepared via Ullman condensation involving benzoxazole (5) and 2-bromo-benzoic acid. Linear products were obtained. The structure of oxazolo[4,5-b]acridine was determined by NMR spectroscopy.

  DOI：

  10.1081/scc-120003145
• 作为产物：
  描述：

  2-氯苯并恶唑 在 硫酸 、 硝酸 作用下， 以 水 为溶剂， 反应 2.0h， 生成 2-N,N-dimethylamino-6-nitro-benzoxazole
  参考文献：
  名称：

  SYNTHESIS OF NEW TETRACYCLE FUSED ACRIDINE ANALOGUES BEARING OXAZOLE RING

  摘要：

  New acridine derivatives have been prepared via Ullman condensation involving benzoxazole (5) and 2-bromo-benzoic acid. Linear products were obtained. The structure of oxazolo[4,5-b]acridine was determined by NMR spectroscopy.

  DOI：

  10.1081/scc-120003145

文献信息

• Synthesis of 2-Dimethylaminobenzazoles via a Guanidine Intermediate: Reaction of 2-Substituted Aniline Derivatives with 2-Chloro-1,1,3,3-tetramethylform-amidinium Chloride
  作者：Kosei Ohno、Wakako Ishida (nee Kusakari)、Kazuyuki Kamata、Kazuaki Oda、Minoru Machida

  DOI：10.3987/com-02-s39

  日期：——

  Reactions of 2-aminophenols, 2-aminothiophenol and o-phenylenediamines with 2-chloro-1,1,3,3-tetramethylformamidinium chloride proceeded easily via cyclization of guanidine intermediates to give the corresponding benzazoles having a dimethylamino group at 2-position.
• SYNTHESIS OF NEW TETRACYCLE FUSED ACRIDINE ANALOGUES BEARING OXAZOLE RING
  作者：Maxime Robin、Robert Faure、Alain Périchaud、Jean-Pierre Galy

  DOI：10.1081/scc-120003145

  日期：2002.1

  New acridine derivatives have been prepared via Ullman condensation involving benzoxazole (5) and 2-bromo-benzoic acid. Linear products were obtained. The structure of oxazolo[4,5-b]acridine was determined by NMR spectroscopy.