A string of novel heterocyclic mono azo dyes were synthesized and their utilization in dyeing different fabrics as wool and nylon were discussed. Thienopyridine azo dyes 4 and 6were prepared by reaction of chloro acetamidederivative 2 with diamino compounds to yield 3 and 5, followed by reaction with NaNO₂/HCl and coupling with nucleophilic reagent. One‐pot reaction of chloro acetamide 2 with ammonium thiocyanat in solvent ethanol gave the unexpected thienopyrimidine derivative 7, which contain two active sites, the former is primary amine that was able to form diazonium salt that coupled with N,N‐dimethylaniline, resorcinol, and/or self‐coupling to afford the azo dyes 8‐10, and the latter is active methylene group that underwent coupling with different diazonium salts to give the azo thienopyrimidine derivative dye 11‐15. The dyeing performance of these azo dyes had been investigated in terms of their dyeing behavior and fastness properties on different fabrics. Results showed that the color strength (K/S) values, as well as, washing, rubbing, and resistance to acid, alkali and light showed high efficiency of these heterocyclic mono azo dyes to dye wool rather than nylon fibers.

中文翻译：

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基于羊毛和尼龙的偶氮噻吩并吡啶和噻吩并嘧啶染料的合成，表征和染色性能

合成了一系列新型的杂环单偶氮染料，并讨论了它们在将不同的织物染成羊毛和尼龙时的用途。噻吩并吡啶偶氮染料4和6的制备方法是：使氯乙酰胺衍生物2与二氨基化合物反应生成3和5，然后与NaNO ₂ / HCl反应并与亲核试剂偶合。氯乙酰胺2与硫氰酸铵在溶剂乙醇中的一锅反应生成了意想不到的硫代嘧啶衍生物7，该衍生物含有两个活性位点，前者是伯胺，能够形成重氮盐，与N偶合，N-二甲基苯胺，间苯二酚和/或自偶联可得到偶氮染料8-10，后者是活性亚甲基，可与不同的重氮盐偶合得到偶氮噻吩并嘧啶衍生物染料11-15。根据偶氮染料在不同织物上的染色行为和牢度特性，对它们的染色性能进行了研究。结果表明，色强度（K / S）值以及洗涤，摩擦和耐酸，碱和光的性能表明，这些杂环单偶氮染料对羊毛而非尼龙纤维的染色效率很高。