1.4- diazanaphthalene

Quinazoline (1,3-diazanaphthalene) was prepared by Gabriel in 1903 although the first derivative tvas synthesized by Griess 34 years earlier. The name was proposed by Widdege. Other names such as phenmiazine, benzo-l,3-diazine, and 5,6-benzopyrimidine have occasionally been used. The numbering suggested by Paal and Busch (1) is still in use. ... 

Pyrimidine 1 is the lUPAC accepted name for 1,3-diazabenzene, while quinazoline 2 is the accepted name for benzo[r lpyrimidine or 1,3-diazanaphthalene. Perimidine 3 is the lUPAC accepted name for l//-benzo[r/ ]quinazoline or H -naphtho[l,8-r/i ]pyrimidine, while benzo. 4]perimidine 4 is also known as 1,3-diazapyrene. 

Pyrimidine (1) is the trivial name for 1,3-diazine two me/a-oriented CH units in benzene have been replaced by nitrogen atoms. Quinazoline (2) is benzo-fused pyrimidine and is defined by the fusion nomenclature as benzo[if]pyrimidine, alternatively as 1,3-diazanaphthalene by the replacement nomenclature. Perimidine (3) is the trivial name for the pen -naphtho-fused pyrimidine system. It may be called (fusion names) l//-benzo[f/e]quinazoline or l//-naphtho[l,8-r/e]pyrimidine, or alternatively l//-l,3-diazaphenalene by the replacement nomenclature. However, the three trivial names are all system names accepted by lUPAC and approved as parents for further fusion name formation the benzo- and naphtho-pyrimidine names are therefore not used. In principle, additional rings can be fused onto the benzo or naphtho moiety in either quinazoline or perimidine without any profound alteration in heterocyclic reactivity. Aceperimidylene (4) and aceperimidine (5) are the trivial names for two cyclopenteno and cyclopentano fused perimidines. 

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