The structural identification of a methyl analog of methaqualone via 2-dimensional NMR techniques.
A submission to the Drug Enforcement Administration North Central Laboratory of a substance believed to be a structural analog of methaqualone hydrochloride precipitated an interest in being able to obtain a rapid and positive identification of such compounds. Both mass spectrometry and proton NMR spectroscopy (1-dimensional) provided evidence to suggest that the structural analog possessed a second methyl group in the molecule, relative to methaqualone, and that the methyl group was attached to the existing methyl-substituted phenyl ring. By application of proton 2-dimensional (2-D) NMR techniques, specifically the homonuclear shift correlation spectroscopy (COSY) and 2-D NOE (NOESY), the precise location of the methyl group in this unknown methaqualone analog was established and shown to have the structure 2.
Angelos
S A
SA
U.S. Drug Enforcement Administration, North Central Laboratory, Chicago, IL.
Lankin
D C
DC
Meyers
J A
JA
Raney
J K
JK
D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D008702:Methaqualone / Q000031:analogs & derivatives* / Q000737:chemistry*; D015394:Molecular Structure
D008702:Methaqualone