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A Review on Modern Synthetic Route for the Construction of 1, 3-Diazanaphthalene Moiety

[ Vol. 24 , Issue. 10 ]


Mohd. Faheem, Anjani K. Tiwari and Vinay K. Singh*   Pages 1108 - 1138 ( 31 )


Quinazoline is an organic heterocyclic molecule in which two six-membered aromatic rings are fused. Two nitrogen atoms are present in the quinazoline molecule at 1 and 3 positions that is why it is also known as 1,3-diazanaphthalene. The presence of these two nitrogen atoms in 1,3-diazanaphthalene increases the usefulness of this molecule in the field of pharmaceutical sciences. Many reactions have been reported to prepare 1,3- diazanaphthalene by aminobenzonitrile, o-aminobenzohydrazide, aminobenzamide, aminoacetophenone, and aminobenzoketone under different solvent conditions, but condensation of anthranilic acid with an aromatic aldehyde is the most common method. Later, metal-free and solvent-free conditions dominated over the old methods. This review describes the synthesis of 1,3-diazanaphthalene under different metal catalysts, reagents, solvent- free conditions and under microwave radiation through nucleophilic substitution reaction, condensation, and aromatization. In biological sciences, 1,3-diazanaphthalene derivatives have got an important place due to their ability to bind to different target sites and subsequent discovery of many drug structures.


1, 3-diazanaphthalene, natural alkaloid, nucleophilic substitution reaction, heterocyclic chemistry, quinazoline, quinazolinone.


Department of Chemistry, Dr. Shakuntala Misra National Rehabilitation University, Lucknow, Department of Chemistry, Babasaheb Bhimrao Ambedkar University, Lucknow, Department of Chemistry, Dr. Shakuntala Misra National Rehabilitation University, Lucknow

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