Synthesis Stereochemistry and Dynamic BehaVioI' of Some ThioacrylamideS'
No Thumbnail Available
Date
1984-06
Authors
Journal Title
Journal ISSN
Volume Title
Publisher
Addis Ababa Universty
Abstract
The reaction of W,N-Dimethylamides with the dimer of
p-methoxyphenyl thionophosphine sulfide (Lawesson,' s reagent)
gives N,N-Dimethylthioamides. BY treating these disubsti ...
tuted thioamides with (i) the Vilsmeir -'Haack Arnold
complex (formamide chloride) and (ii) Bis-(dimethylamino)tert-
butoxy methane, mode1compounds (Me2N-CHPO(R)~~-NR2)
",ere synthesized. Substitution reactions \'1ere also carried:
out using these model compounds (3-aminothioacrylamides) or
their imi.nium salts with a primary amine (p-anisidine) to:
synthesize the corresponding 3-anisidinothioacrylamides.
The reactions were successful and yields \~ere nearly
quantitative.
The dynamic behaviour and the groUQdstate stereochemistry
of these model compounds have been studied. Based on 1H_NMR
study and LIS investigation, rotational barriers as well as'
the preferred conformation of some of these model compounds
have been determined from the proposed three dimensiona:t
geometries
Description
Keywords
ThioacrylamideS