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首页> 外文期刊>Journal of the Indian Chemical Society >Synthesis of 3-(benzimidazol-2-yl-amino)-1-(4-bromophenyl)-2-thioxopyrimidin-4,6-dione analogs and their antimicrobial activity
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Synthesis of 3-(benzimidazol-2-yl-amino)-1-(4-bromophenyl)-2-thioxopyrimidin-4,6-dione analogs and their antimicrobial activity

机译:3-(苯并咪唑-2-基-氨基)-1-(4-溴苯基)-2-硫代嘧啶-4,6-二酮类似物的合成及其抗菌活性

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摘要

3-(Benzimidazol-2-yl-amino)-5-(substituted benzylidene)-1-(4-bromophenyl)-2-thioxopyrimidin-4,6-dione (4a-e) and 5-(2-substituted phenylhydrazono)-3-(benzimidazol-2-yl-amino)-1-(4-bromophenyl)-2-thioxopyrimidine-4,6-dione (5a-c) were synthesized in three steps. Reaction of 2-hydrazinobenzimidazole (1) with 4-bromophenyl isothiocyanate gave 1-(benzimidazol-2-yl-amino)-4-(4-bromophenyl)thiosemicarbazide (2) which on cyclization with malonic acid in presence of acetyl chloride furnished 3-(benziraidazol-2-yl-amino)-1-(4-bromophenyl)-2-thioxopyriniidin-4,6-dione (3). Further, reaction of 3 with aryl aldehydes and diazonium salt of arylamines yielded desired compounds 4a-e and 5a-c in 52-72% yield. All the systhesized compounds have been characterized by spectral data's and they are screened for anti-microbial activity.
机译:3-(苯并咪唑-2-基-氨基)-5-(取代的亚苄基)-1-(4-溴苯基)-2-噻吩并嘧啶-4,6-二酮(4a-e)和5-(2-取代的苯基肼基)通过三个步骤合成了-3-(苯并咪唑-2-基-氨基)-1-(4-溴苯基)-2-硫代嘧啶-4,6-二酮(5a-c)。 2-肼基苯并咪唑(1)与异硫氰酸4-溴苯酯的反应生成1-(苯并咪唑-2-基-氨基)-4-(4-溴苯基)硫代氨基脲(2),将其在丙二酸存在下与丙二酸环化,得到乙酰氯3 -(苯甲ira唑-2-基-氨基)-1-(4-溴苯基)-2-硫代吡喃吡啶-4,6-二酮(3)。此外,使3与芳基醛和芳基胺的重氮盐反应,以52-72%的产率得到所需的化合物4a-e和5a-c。所有合成的化合物均已通过光谱数据表征,并筛选了其抗微生物活性。

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