Studies in the cyanine dye series. I. A new method of preparing certain carbocyanines

Studies in the cyanine dye series. I. A new method of preparing certain carbocyanines
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DOI:
10.1021/ja01306a049
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发表时间:
1935-01-01
影响因子:
15
通讯作者:
White, FL
White, FL
中科院分区:
化学1区
文献类型:
--
作者:
Brooker, LGS;White, FL

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由苯并噻唑衍生的菁染料是由霍夫曼首先制备的,但经过许多年才阐明了化合物的结构。这是由米尔斯完成的,他证明了当苯并噻唑和1-甲基苯并噻唑的混合物在吡啶溶液中以100度加热数小时时,会产生一种染料混合物。以优势量形成的黄色染料被证明具有结构I,而同时形成的紫红色染料具有结构II。米尔斯分别将化合物I和化合物II命名为“硫氰化物”和“碳硫氰化物”,化合物II后来被称为“硫碳氰化物”,但现在普遍认为,“硫碳氰化物”和“硫碳氰化物”的形式更符合国际命名法
Cyanine dyes derived from benzothiazole were first prepared by Hofmann, 1 but many years elapsed before the constitution of the com-pounds was elucidated. This was accomplished by Mills, 2who showed that when a mixture of benzothiazole ethiodide and 1-methylbenzothiazole ethiodide was heated in pyridine solution for several hours at 100, a mixture of dyes was produced. A yellowdye formed in a preponderating amount was proved to have structure I, whilst a purplish-red dye formed simultaneously had structure II. Mills applied the names “thiocyanine” and “carbothiocyanine” to com-pounds I and II, respectively, and compound II was later known as “thiocarbocyanine,’’3 but it is now generally recognized that the forms “thia-cyanine” and “thiacarbocyanine” are more in accordance with international nomenclature./\/s\