ISSN: 7027-2221

Keywords : Barbituric Acid


Synthesis of novelN-{5-(2,2-Dimethylisopropylidenyl)thio-1,3,4-thiadiazolyl}-N-acetyl-amino-(4-(N-Dimethylamino)benzyl –amino Barbituric Acid

Fadhel; OmranEssa; kadhumJwad AL-Hmdani; Abbas; Ali .Drea

karbala journal of pharmaceutical sciences, 2013, Volume 4, Issue 4, Pages 51-64

5-amino-1,3,4-thiadiazole-2-thiol (1) was reacted with4-(N-dimethylamino)benzaldehyde in refluxing ethanol to give Schiff base 5-{[4-(dimethylamino)benzylidene]amino}-1,3,4-thiadiazole-2-thiol (2) .Compound (2) was reacted with Acetylchloridein dry benzene to giveN-{chloro[4-(dimethylamino)phenyl]methyl}-N-(5-mercapto-1,3,4-thiadiazol-2-yl)acetamide(3) the reaction of compound (3) with quindinehydrochloridin ethanol to gave N-{5-mercapto(1,3,4-thiadiazol-2-yl) }-amino-N-acetyl -4-(N-dimethyl amino benzyl) guanidine (4)
Compound(4)was reacted with dimethylmalonate in ethanol to afford N-{ 5-mercapto(1,3,4-thiadiazol-2yl)}-amino-N-acetyl -4-(N-dimethylaminobenzyl)aminobarbituric acid (5), these compounds were reacted with 2,2-dimethyl-4-[(phenylsulfonyl)methyl]-1,3-dioxolane in dioxane to give N-{5-(2,2-Dimethylisopropylidenyl)thio-1,3,4-thiadiazolyl}-amino-N-acetyl -(4-(N-Dimethylamino)benzyl –amino barbituric Acid(6)
The prepared compounds were identified by elemental analysis and spectroscopic methods :FT-IR,UV-visible and 1HNMR for compounds (4-6)