496784-85-1Relevant articles and documents
Synthesis of new ring systems: Isomeric 1,2,4-triazolopyrimido [4″,5″:4′,5′]thieno[3′,2′:5,6]pyrido[3,2-c] cinnolines and other related systems
Badr,Geies,Abbady,Dahy
, p. 2581 - 2593 (2007/10/03)
3-Amino-2-Cyano-4-(p-tolyl)thieno[3′,2′:5,6]pyrido[3,2-c] cinnoline 1 underwent ring closures with formamide and carbon disulphide to afford pyrimidothienopyridocinnaline 2 and its pyrimido-9,11-thione derivative 3, respectively. Treatment of 1 with triethylorthoformate followed by hydrazine hydrate produced 10-amino-11-imino-pyrimido system 5, which in turn reacted with triethylorthoformate, acetic acid, carbon disulphide, and acetylacetone to cyclize into the systems, 1,2,4-triazolo, 2-methyltriazolo, triazolo-2-thione, and 1,2,4-triazepinopyrimido thienopyridocinnolines 6-8, 11, respectively. Similarly, 3-amino-2-carboxamido-thienopyridocinnoline 12 was reacted with triethylorthoformate to give pyrimidothienopyridocinnoline-11-one 13, which was treated with phosphorous oxychloride and then hydrazine hydrate to produce 11-hydrazinopyrimido system 16. Treatment of 16 with triethylorthoformate, acetic anhydride, carbon disulphide, and ethyl chloroformate afforded the systems, 1,2,4-triazolopyrimidothienopyrido-cinnoline derivatives 16-18, 20, respectively.
