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Synthesis of 4(3 H )‐quinazolinones from derivatives of methyl 2‐isothiocyanatobenzoate
Author(s) -
Dean William D.,
Papadopoulos Eleftherios P.
Publication year - 1982
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.5570190527
Subject(s) - chemistry , thiocarbamate , reagent , yield (engineering) , nucleophile , tricyclic , amide , primary (astronomy) , ring (chemistry) , medicinal chemistry , stereochemistry , organic chemistry , materials science , physics , astronomy , metallurgy , catalysis
Ethyl N ‐(2‐methoxycarbonylphenyl)thiocarbamate ( 2), N ‐(2‐ethoxycarbonylphenyl)‐4‐methoxythiobenz‐amide ( 3b ), and 2‐(4‐methoxyphenyl)‐4 H ‐3,1‐benzothiazin‐4‐one ( 4a ), react with nucleophilic reagents containing at least one primary amino group to yield a variety of 2‐substituted and 2,4‐disubstituted 4(3 H )quinazolinones, as well as some tricyclic and tetracyclic products.