m-Nitrobenzaldehyde 99-61-6

m-Nitrobenzaldehyde (CAS 99-61-6), also known as 3-Nitrobenzaldehyde, is an important aromatic aldehyde used in pharmaceutical intermediate synthesis and fine chemical manufacturing. Its molecular structure contains both an aldehyde group (-CHO) and a meta-positioned nitro group (-NO₂), providing two functional sites for subsequent chemical transformations.

With its versatile reaction characteristics, m-Nitrobenzaldehyde is particularly valuable in the synthesis of dihydropyridine derivatives and other nitrogen-containing pharmaceutical compounds.

The industrial preparation of 3-Nitrobenzaldehyde commonly involves the nitration of benzaldehyde using a controlled nitrating system. The aldehyde substituent directs electrophilic aromatic substitution predominantly toward the meta position, making reaction selectivity an important factor in product preparation.

The major manufacturing considerations include:

• Nitration Reaction: Controlled reaction conditions and nitrating agent selection are essential for introducing the nitro group while maintaining the desired aromatic substitution pattern.

• Regioisomer Control: Nitration may generate ortho-, meta-, and para-substituted products. Reaction selectivity and subsequent separation determine the final product composition.

• Product Isolation: Controlled quenching, phase separation, and extraction help recover the crude nitrobenzaldehyde.

• Crystallization and Purification: Solvent selection, cooling conditions, and recrystallization help improve assay and reduce related aromatic impurities.

• Quality Control: Assay, melting range, moisture, residual solvents, and related substances are important parameters for evaluating product consistency.

  
  

These process considerations directly influence the purity and suitability of m-Nitrobenzaldehyde for downstream chemical synthesis.

One important application of 3-Nitrobenzaldehyde is its use in the synthesis of dihydropyridine calcium channel blocker intermediates.

Through Hantzsch-type condensation with suitable β-ketoester and amino-containing reactants, its aldehyde functionality participates in constructing the 1,4-dihydropyridine ring system. The meta-nitrophenyl group is retained in the resulting molecular structure.

This synthetic approach is relevant to the preparation of pharmaceutical compounds such as Nicardipine, Nimodipine, and Nitrendipine.

Beyond pharmaceutical synthesis, the compound also serves as a versatile aromatic building block for specialty chemicals, dyes, and other organic synthesis applications.

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Contact Rocky Pharm for CAS 99-61-6 product information, current supply options, and a competitive quotation.