Volume 26, Issue 4 (October 1981)
Identification of Some Chemical Analogues and Positional Isomers of Methaqualone
The drug 2-methyl-3-ortho-tolyl-4-quinazolinone (methaqualone) and 15 chemical analogues and positional isomers were synthesized and identified by spectroscopic techniques. The series of analogues studied includes the compounds formed through substitution of hydrogen or halogen atoms in place of the methyl group of the 3-tolyl substituent in methaqualone. Additionally, the substituent's positional orientation of ortho, meta, or para is considered. Infrared, nuclear magnetic resonance, and mass spectra of the compounds are distinctive, and reference spectra are provided. Gas-liquid and thin-layer chromatographic systems for analysis of the compounds as well as melting point and ultraviolet data are discussed.