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Reissert compound studies. XXXVII. Attempts to form reissert compounds from quinazoline and cinnoline
Author(s) -
Bhattacharjee D.,
Popp F. D.
Publication year - 1980
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.5570170611
Subject(s) - chemistry , cinnoline , quinazoline , trimethylsilyl cyanide , methyl iodide , medicinal chemistry , sodium hydride , benzoyl chloride , iodide , chloride , organic chemistry , sodium iodide , catalysis
Reaction of quinazoline with trimethylsilyl cyanide and benzoyl chloride gave 2,4‐dicyano‐1,3‐dibenzoyl‐1,2,3,4‐tetrahydroquinazoline as the major product. This compound undergoes monoalkylation with methyl iodide in the presence of sodium hydride. Reaction of cinnoline with trimethylsilyl cyanide and benzoyl chloride gave 1,2‐dibenzoyl‐4‐cyano‐1,2‐dihydrocinnoline.