7-cyano-3-methyl-8-oxo-6-phenyl-5,8-dihydro-thiazolo[3,2-b]pyridazinylium betaine | 63052-78-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 7-cyano-3-methyl-8-oxo-6-phenyl-5,8-dihydro-thiazolo[3,2-b]pyridazinylium betaine
• 英文别名: 7-cyano-3-methyl-6-phenyl-[1,3]thiazolo[3,2-b]pyridazin-4-ium-8-olate
• CAS: 63052-78-8
• 化学式: C₁₄H₉N₃OS
• 分子量: 267.311
• InChiKey: WGKHUQJJAWLAAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  3-methyl-6-phenyl-[1,3]thiazolo[3,2-b]pyridazin-4-ium 、 氰化钾 以34%的产率得到
  参考文献：
  名称：

  SATOH K.; MIYASAKA T.; ARAKAWA K., CHEM. AND PHARM. BULL. , 1977, 25, NO 2, 307-313

  摘要：

  DOI：

文献信息

• Studies of heterocyclic compounds. X. The reaction of the thiazolo[3,2-b]pyridazinium perchlorates with potassium cyanide.
  作者：KAZUE SATOH、TADASHI MIYASAKA、KIICHI ARAKAWA

  DOI：10.1248/cpb.25.307

  日期：——

  Treatment of thiazolo [3, 2-b] pyridazinium perchlorates (I) with potassium cyanide in water-acetonitrile furnishes 8-cyano-4, 7-dihydrothiazolo [3, 2-b] pyridazine-7-ones [II] and anhydro-7-cyano-5, 8-dihydro-8-oxothiazolo [3, 2-b] pyridazinium hydroxides (III), the structure of which are elucidated by chemical properities, infrared, nuclear magnetic resonance, ultraviolet and mass spectrometry, and elemental analysis. Examination of the reaction by conducting under nitrogen or oxygen stream and with or without water as the solvent and by monitoring the presence of organic free radical by means of electron spin resonance spectroscopy suggests that the reaction is initiated by the nucleophilic attack of the cyanide either at C8- or C7-position of the pi-deficient thiazolo [3, 2-b] pyridazinium system (I), followed by incorporation of the atmospheric oxygen to form hydroperoxide via radical anion species.

  用氰化钾在水-乙腈中处理噻唑并[3, 2-b]哒嗪鎓高氯酸盐(I)，得到8-氰基-4, 7-二氢噻唑并[3, 2-b]哒嗪-7-酮[II]和脱水- 7-氰基-5, 8-二氢-8-氧代噻唑并[3, 2-b]哒嗪鎓氢氧化物 (III)，其结构通过化学性质、红外、核磁共振、紫外和质谱以及元素分析得以阐明。通过在氮气或氧气流下以及用水或不用水作为溶剂进行反应并通过电子自旋共振光谱监测有机自由基的存在来检查反应表明，反应是由氰化物的亲核攻击引发的，在π-缺陷的噻唑并[3, 2-b]哒嗪鎓系统(I)的C8-或C7-位置，然后通过自由基阴离子物质与大气中的氧结合形成氢过氧化物。