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Synthesis of tetrahydropyridazino[1,2‐ a ][1,2,4] benzotriazin‐6‐one derivatives. A novel heterocyclic system
Author(s) -
Ray Partha S.,
Buote Joan,
Webster Charles A.,
Manning Michael J.
Publication year - 1993
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570300109
Subject(s) - chemistry , hydroxylation , acetonide , derivative (finance) , intramolecular force , medicinal chemistry , methylation , combinatorial chemistry , stereochemistry , organic chemistry , triamcinolone acetonide , medicine , biochemistry , surgery , financial economics , economics , gene , enzyme
Synthesis of pyridazino[1,2‐ a ][1,2,4]benzotriazin‐6‐one derivatives involving reaction of either 1,2,3,6‐tetra‐hydropyridazine ( 9 ) or hexahydropyridazine 14 with 2‐fluoro‐5‐nitrophenylisocyanate ( 5 ) to give, via intramolecular cyclization, 3a and 16 respectively is described. Compound 3a was converted to 18 via methylation and hydroxylation to give 20 followed by conversion to the acetonide derivative 18 . Both 16 and 18 were reduced to the amino derivatives 17 and 19 respectively.