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8585173 
Journal Article 
Further studies and synthesis of new pyrido[2,3-d]-pyrimidines, thiazolopyridopyrimidines: The reaction of 6-aminothiouracil with cyclic α,β-unsaturated ketones 
El-Gazzar, ABA; Abu-Zied, KM; Hassan, NA 
2006 
Egyptian Journal of Chemistry
ISSN: 0449-2285 
49 
185-207 
English 
6-AMINOTHIOURACIL (1) reacts in boiling dimethylformamide with cyclic α,β-unsaturated ketons (2) yielding the 7-aryl-10-thioxo-5,6,7,10,11, 12-hexahydro,7-aryl-10-thioxo-5,6,10,11-tetrahydro -9H-benzo [h] pyrimido [4,5-b]quinolin-S-one systems (4,5) and 5-aryl-2-thioxo-1,2,3, 5,6,7,8,9,10,11-decahydro-, 5-aryl-2-thioxo-1,2,3,6,7-,8,9,10-octahydro -cyclohepta [5,6] pyrido[2,3-d]pyrimidin-4-one(8,9), respectively. The latter pyridopyrimidines reacted with chloroacetic acid in presence of an aldehyde to furnish a 10- arylidene -7- aryl- 5,6- dihydro-11- thia-8a,12,13- triazabenzo- [a] cyclopcnia [i] anthracene- 8,9- dione or 2-arylidene -5- aryl- 7,8, 9,10- tetrahydro -6H-1-thia-3a, 11,12-triaza-cyclohepta [b] cyclopenta [g] naphthalene -3,4-dione (10,11). The reaction with halo-derivatives such as methyliodide,3-chloro-2,4-pentanedione furnished the alkylaled pyrimidines 12,14, 16,17, 19,20. The latter products reacted with hydrazine hydrate to give the hydrazine derivatives 21. The cyclization of 12, 14 to 13, 15 using acetic anhydride/pyridine have been reported. 
6-Aminothiouracil; Benzo [h] pyrimido-[4,5-b]quinolin-8-one; Cyclic α,β unsaturated ketons; Cyclohepta [5,6] pyridopyrimidin -4-one; NMR Spectroscopy and Mass Spectroscopy