Nitromethaqualone (CAS 340-52-3) is a compound of significant interest within the quinazolinone chemical family. Its preparation involves specific synthetic methodologies, and its chemical and physical properties are crucial for its applications as an analytical standard and in pharmacological research.

The synthesis of Nitromethaqualone typically commences with methaqualone. The key transformation is a nitration reaction, which is a form of electrophilic aromatic substitution. This process involves treating methaqualone with a nitrating agent, usually a mixture of concentrated nitric acid and sulfuric acid. The reaction conditions, such as temperature and reactant concentrations, are meticulously controlled to ensure selective nitration at the desired position on the phenyl ring. This step is critical for obtaining the correct isomer and high purity.

From a chemical properties standpoint, Nitromethaqualone is described as a crystalline solid. Its molecular formula is C16H13N3O4, and it has a molecular weight of approximately 311.29 g/mol. Information available indicates it has a melting point in the range of 135-137 °C. Its solubility profile shows limited solubility in water but good solubility in organic solvents like dimethylformamide (DMF), dimethyl sulfoxide (DMSO), and ethanol, typically at around 20 mg/ml. These properties are important for its handling, dissolution for analysis, and formulation in research settings.

The presence of the nitro group and the methoxy group on the phenyl ring significantly influences the electronic properties of the molecule, contributing to its enhanced pharmacological activity compared to methaqualone. This structural modification also affects its spectroscopic properties, such as its infrared (IR) and nuclear magnetic resonance (NMR) spectra, which are essential for its identification and characterization. The ability to precisely synthesize and characterize Nitromethaqualone ensures its suitability as a reliable analytical reference standard for various scientific applications.

The production of high-purity quinazolinone derivatives like Nitromethaqualone is a specialized task. Manufacturers such as NINGBO INNO PHARMCHEM CO.,LTD. employ sophisticated synthesis and purification techniques to meet the stringent requirements of research and forensic laboratories. The consistent supply of such compounds supports ongoing advancements in chemical analysis and drug discovery.