الفهرس 
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Abstract
Our work is classified into three parts: 1) The first part was related to the synthesis of some sulfadiazine derivatives. 2) The second part discussed the antimicrobial evaluation of the new sulfadiazine derivatives. 3) The third part concerned the evaluation of the prepared cationic surfactants as corrosion inhibitors for carbon steel in oil wells formation water. Result and discussion: 1- Chemistry: Sulfadiazine (1) was diazotized by sodium nitrite and HCl to give the corresponding diazonium chloride (2) which was coupled with 8-hydroxyquinolone in aqueous sodium hydroxide to give 4-((8-hydroxyquinolin-5-yl)azo)-N-(pyrimidin-2-yl)-benzenesulfonamide (3). Scheme (1) Reaction of hydroxylquinoline derivative (3) with two different types of arylidene acrylonitriles 4a-d was stuied. Thus, compound 3 when boiled in DMF and few drops of morpholine and arylidene malononitriles 4a,b and/ or ethyl arylidene cyanoacetate 4c,d afforded pyranoquinoline derivatives to furnish the corresponding 2-amino-4-aryl-6-((4-(N-(pyrimidin-2-yl)sulfamoyl)-phenyl)azo)-4H-pyrano[3,2-h]-quinoline (5a-d). Scheme (2) Chloroacetylation of compound 3 afforded the o-chloroacetylated product, 5-((4-(N-(pyrimidin-2-yl) sulfamoyl) phenyl) azo)-3,7-(dihydroquinolin-8-yl)-2-chloroacetate (6). Nucleophilic substitution of chlorine atom in compound 6 was studied by various types of nucleophilic reactions. Thus, compound 6 was reacted with ethyl-2-mercaptoacetate in boiling DMF catalyzed by K2CO3 afforded ethyl-2-((2-oxo-2-((5-((4-(N-pyrimidin-2-yl) sulfamoyl) phenyl) azo)-3,7-dihydroquinolin-8-yl)oxy)ethyl) thio) acetate (7). Scheme (3) In a similar manner when compound 6 was subjected to react with 2-mercapto-4, 6-dimethylnicotinonitrile (8) in basic sodium ethoxide solution afforded thienopyridine derivative (10). Scheme (4) Reaction of compound 6 with o-aminothiophenol (11) give 4-((8-((2H-benzo[b][1,4]thiazin-3-yl)oxy)quinolin-5-yl)azo)-N-(pyrimidin-2-yl)-benzenesulfonamide (12). Scheme (5) In addition, compound 6 reacted with malononitrile to give 4-((8-((5-amino-4-cyanofuran-2-yl)oxy)quinolin-5-yl)-azo)-N-(pyrimidin-2-yl)benzenesulfonamide (14). Scheme (6) It was found that, when 8-hydroxyquinoline derivatives 2 reacted with 1,3-dibromopropane in boiling xylene afforded quaternary ammonium salt 8-hydroxy-1-(3-(5-hydroxy-8-(4-(N-(pyrimidin-2-yl)sulfamoyl)phenyl)diazenyl)isoquinolin-2-ium-2-yl)propyl)-5-(4-(N (pyrimidin-2-yl)sulfamoyl)phenyl)diazenyl)-3,7-dihydroquinolin-1-ium (15). Scheme (7) Similarly, when compound 2 was refluxed with 1,6-dibromohexane in boiling xylene afforded its corresponding quaternary ammonium salt 8-hydroxy-1-(6-(5-hydroxy-8-(4-(N-(pyrimidin-2 yl) sulfamoyl) phenyl) diazenyl) isoquinolin-2-ium-2-yl)hexyl)-5-(4-(N-(pyrimidin-2-yl) sulfamoyl) phenyl) diazenyl)-3,7-dihydroquinolin-1-ium (16). Scheme (8) In a similar manner compound 2 reacted with 1,12-dibromododecane to give its corresponding ammonium salt 5-(4-(N-(4,5-dihydropyrimidin-2-yl)sulfamoyl)phenyl)diazenyl)-8-hydroxy-1-(12-(5-hydroxy-8-(4-(N-(pyrimidin-2-yl)sulfamoyl)phenyl)diazenyl)isoquinolin-2-ium-2-yl)dodecyl)-3,7-dihydroquinolin-1-ium (17). Scheme (9) Antimicrobial activity: The newly synthesized 4-quinolinylazo-N-pyrimidinyl benzenesulfonamide scaffolds were tested for their antimicrobial activity against Bacillus subtilis and Bacillus thuringiensis as example of Gram-positive bacteria and Escherichia coli and Pseudomonas aeruginosa as example of Gram-negative bacteria. The results showed that compounds 5d, 6, 7, and 12 displayed broad spectrum antimicrobial activity against Gram-positive bacteria.