Abstract

The 2-Aminonicotinonitrile derivative was reacted with different bi-functional reagents such as formamide, thiourea, acetic anhydride, and phthalic anhydride under optimized conditions to give pyrimidine, thiourea, acetamide, and isoindoline derivatives, respectively, When it was treated with active methylene reagents as malononitrile, phenacyl bromide, and ethyl bromoacetate under varied experimental modulation, it afforded 1, 8-naphthyridine, ethyl, and methylamino nicotinonitrile derivatives, respectively. Also, it was reacted with p-toluene sulfonyl chloride, chloroacetyl chloride, and benzoyl chloride to give sulfonamide, 2-chloro-N-acetamide, and benzamide derivatives, respectively. Likewise, it was reacted with diethyl malonate, ethyl cyanoacetate, and cyano acetic acid to give ethylpropanoate, naphthyridine, and cyano acetamide derivatives, respectively. However, treatment of ethylpropanoate and cyano acetamide derivatives with hydrazine hydrate gave pyrazole and 5-amino-pyrazole nicotinonitrile derivatives, respectively. In addition, it was reacted with p-anisaldehyde, phenyl isocyanate, and triethyl orthoformate to give benzylamino nicotinonitrile, phenyl urea, and N-formamide derivatives, respectively. Furthermore, it was reacted with nitrous acid then coupled with aniline; it was also reacted with isatine and 1,3- dibromo propane to give oxoindoline derivative, and the dimer. Elemental analyses, together with spectroscopic data including IR, ¹H-NMR in addition to ¹³C-NMR and mass spectra submit proofs for the chemical structures for all compounds.

抽象的

在使用活性亚甲基试剂处理的条件下，将2-氨基乙腈衍生物与不同的双功能试剂（如甲酰胺，硫脲，乙酸酐和邻苯二甲酸酐）在优化条件下反应，分别得到嘧啶，硫脲，乙酰胺和异吲哚啉衍生物。在不同的实验调节下，如丙二腈，苯甲酰溴和溴乙酸乙酯，分别得到1、8-萘啶，乙基和甲基氨基烟腈衍生物。另外，使它与对甲苯磺酰氯，氯乙酰氯和苯甲酰氯反应，分别得到磺酰胺，2-氯-N-乙酰胺和苯甲酰胺衍生物。同样，将其与丙二酸二乙酯，氰基乙酸乙酯和氰基乙酸反应，得到丙酸乙酯，萘啶和氰基乙酰胺衍生物，分别。但是，用水合肼处理丙酸乙酯和氰基乙酰胺衍生物分别得到了吡唑和5-氨基-吡唑烟腈衍生物。另外，使它与对茴香醛，异氰酸苯酯和原甲酸三乙酯反应，得到苄氨基烟腈，苯脲和N-甲酰胺衍生物。此外，将其与亚硝酸反应，然后与苯胺偶合。它还与异丁胺和1,3-二溴丙烷反应生成氧代吲哚衍生物和二聚体。元素分析以及包括¹³ C-NMR和质谱在内的IR，¹ H-NMR等光谱数据为所有化合物的化学结构提供了证据。