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The synthesis of benzo[ c ]cinnoline 5,6‐dioxides and related compounds
Author(s) -
Kempter Fritz E.,
Castle Raymond N.
Publication year - 1969
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.5570060412
Subject(s) - cinnoline , chemistry , raney nickel , colored , medicinal chemistry , organic chemistry , stereochemistry , computational chemistry , hydrogen , materials science , composite material
The preparation of a variety of benzo[ c ]cinnolines as well as benzo[ c ]cinnoline monoxides and dioxides by reduction of the corresponding 2,2‐dinitrobiphenyls with hydrogen and Raney nickel of low activity is described. The detailed procedures developed produce superior yields of benzo[ c ]cinnoline monoxides and dioxides. The structure of some intensely‐colored red‐violet amino, alkylamino, and hydroxybenzo[ c ]cinnoline monoxides and dioxides is discussed and these are compared with the essentially colorless alkoxyl and acetylamino derivatives. The long wave length band in the U. V. spectrum of the colored compounds is compared.