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Nitrogen bridgehead compounds, Part 31 1 H and 13 C NMR study of tetra‐ and octahydro‐11 H ‐pyrido[2,1‐ b ]quinazolin‐11‐ones
Author(s) -
Hermecz István,
Podányi Benjamin,
Mészáros Zoltán,
Kökösi József,
Szász György,
Tóth Gábor
Publication year - 1983
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.5570200121
Subject(s) - chemistry , derivative (finance) , conformational isomerism , methyl group , tetra , stereochemistry , nuclear magnetic resonance spectroscopy , nitrogen , group (periodic table) , medicinal chemistry , molecule , organic chemistry , financial economics , economics
Conformational analysis of some tetra‐and octahydro‐11 H ‐pyrido[2,1‐ b ]quinazolin‐11‐ones 1‐3 by 1 H and 13 C nmr revealed that the 9‐methyl‐6,7,8,9‐tetrahydro derivative exists mainly in the conformation containing the methyl group in a quasi‐axial orientation. Of the 1,2,3,4,5,6,7,8‐octahydro compounds, the 9‐methyl derivative 3e contains the methyl group in a quasi‐axial position, while that in the 7‐methyl and the 8‐methyl derivatives 3c,d is in the equatorial position, and the 6‐methyl derivative 3b is a mixture of the two conformers.