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Paper | Regular issue | Vol 45, No. 9, 1997, pp.1733-1743
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7865
■ Synthesis of Pyrimido[5'',4'':5',6']pyrido[2',3':4,5]thieno[2,3-c]pyridazine and Pyridazino[4',3':4,5]thieno[3,2-b][1,8]naphthyridine, New Tetraheterocyclic Ring Systems

José M. Quintela,* Ma. Carmen Veiga, Carlos Peinador, and Liliana Gonzalez

*Departamento de Química Fundamental Industrial, Facultad de Ciencias, Universidad de La Coruña, Campus de A Zapateria, s/n, E-15071, La Coruña, Spain

Abstract

Preparation of a number of pyrimido[5",4":5’,6’]pyrido[2’,3’:4,5]thieno[2,3-c]pyridazine derivatives (4a-h) has been effected by reaction of appropriately heterocyclic aminonitrile precursor (1) and N,N-dimethyldichloromethyleniminium chloride. In addition, pyridazino[4’,3’:4,5]thieno[3,2-b][1,8]naphthyridines (9a-i), were prepared via the Friedländer synthesis of the N-heteroaromatic carbaldehyde (8) with acyclic, cyclic, heterocyclic or α,β-unsaturated ketones and other active methylene compounds.