Premium
Polyazasteroids II. . 1,2,4‐Triazolol[3′,4′:2,3]pyrimido[4,5‐ c ]quinolin‐ 11(12 H )ones, imidazo[2′,1′:2,3]pyrimido[4,5‐ c ]quinolin‐11(12 H )ones and 2,3‐dihydroimidazo[2′,1′:2,3] pyrimido[4,5‐ c ]quinolin‐11(12 H )ones
Author(s) -
Lalezari I.,
SadeghiMilani S.
Publication year - 1979
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.5570160419
Subject(s) - chemistry , quinoline , nitrous acid , stereochemistry , medicinal chemistry , organic chemistry
Starting with 2‐substituted quinoline‐3,4‐dicarboxylic acids, a series of substituted 1,2,3,4‐tetrahydropyrimido[4,5‐ c ]quinolinone‐3‐thiones were obtained. The latter compounds were converted to the three novel polyazasteroid series: 1,2,4‐Triazolo[3′,4′:2,3]pyrimido[4,5‐ c ]‐quinolin‐11(12 H )ones, imidazo[2′,1′:2,3]pyrimido[4,5 c ]quinolin‐11(12 H )ones and 2,3‐dihydroimidazo[2′,1′:2,3]pyrimido[4,5‐ c ]quinolin‐11(12 H )ones. The intermediate 3‐hydrazino‐1,2‐dihydropyrimido[4,5‐ c ]quinolinones and nitrous acid gave the 3‐azido derivatives rather than the tetrazolo compounds.