Abstract 5-bromosalicylaldehyde (1) was reacted with thiosemicarbazide to afford thiosemicarbazone derivative 2. The latter underwent cyclocondensation upon reaction with α-haloester, α-haloketone as well as hydrazonoyl halides affording 1,3-thiazoles and arylazothiazoles 3-6, respectively. On the other hand, pyrazolyl thiazolyl coumarin derivatives 9a–c and 11a–c was obtained via reaction of hydrazinylthiazole 8 with acetylacetone, trifloroacetylacetone, ethyl acetoacetate and/or arylazoacetylacetone 10a–c, respectively. Furthermore, thiazolotriazine derivative 12 was accomplished via reaction of 8 with ethyl 2-(2-phenylhydrazono)-2-chloroacetate. The structures of the newly prepared compounds were elucidated by spectral data. Eleven of the newly synthesized compounds were screened for their antibacterial activity. The results indicated that, compounds 5a, 5b, 9a, 9c, 11b and 12 were strong active toward Gram-positive bacteria Enterococcus faecalis. Compound 5a was strong active toward Gram-positive bacteria Staphylococcus aureus. Moreover, compounds 9b, 11b, and 12 were strong active toward Gram-negative bacteria Pseudomonas aeruginosa. Graphical Abstract

中文翻译：

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一些新型噻唑、芳基偶氮噻唑和吡唑与作为抗菌剂的噻唑基香豆素相连的简便合成

摘要 5-溴水杨醛 (1) 与氨基硫脲反应生成氨基硫脲衍生物 2。后者与 α-卤代酯、α-卤代酮以及腙酰卤反应发生环缩合反应，分别生成 1,3-噻唑和芳基偶氮噻唑 3-6。另一方面，吡唑基噻唑基香豆素衍生物 9a-c 和 11a-c 分别通过肼基噻唑 8 与乙酰丙酮、三氟乙酰丙酮、乙酰乙酸乙酯和/或芳基偶氮乙酰丙酮 10a-c 反应获得。此外，噻唑并三嗪衍生物12通过8与2-(2-苯基腙)-2-氯乙酸乙酯的反应而完成。通过光谱数据阐明了新制备的化合物的结构。筛选了 11 种新合成的化合物的抗菌活性。结果表明，化合物5a、5b、9a、9c、11b和12对革兰氏阳性菌粪肠球菌有很强的活性。化合物5a对革兰氏阳性菌金黄色葡萄球菌有很强的活性。此外，化合物 9b、11b 和 12 对革兰氏阴性菌铜绿假单胞菌具有很强的活性。图形概要