Nucleophilic aromatic substitution reaction between 4-aryl­thio-2-chloroquinazolines and NaN₃ takes place with an unusual sulfanyl group dance and leads to the formation of 5-(arylthio)tetrazolo[1,5-c]-quinazolines, which do not form the azide tautomer and do not undergo CuAAC reactions with alkynes. On the other hand, 5-azidotetrazolo[1,5-a]quinazoline (formally described as 2,4-diazidoquinazoline) undergoes regioselective nucleophilic aromatic substitution with thiols at C5 and forms 5-(alkyl/arylthio)tetrazolo[1,5-a]quinazolines, the structure of which has been proved by X-ray crystallography. The latter exist in tautomeric equilibrium with their 2-azidoquinazoline form, which provides possibility for copper-catalyzed azide–alkyne 1,3-dipolar cyclo­addition reaction, leading to the 4-alkyl/arylthio-2-(1H-1,2,3-triazol-1-yl)quinazolines.

4-芳硫基-2-氯喹唑啉与NaN ₃之间的亲核芳族取代反应以不寻常的硫烷基跳动发生，并导致形成5-（芳硫基）四唑并[1,5- c ]-喹唑啉，而后者不形成叠氮互变异构体，不与炔烃发生CuAAC反应。另一方面，5-azidotetrazolo [1,5- a ] quinazoline （正式描述为2,4-diazidoquinazoline）在C5处用硫醇进行区域选择性亲核芳香取代，并形成5-（烷基/芳硫基）tetrazolo [1,5-一种喹唑啉，其结构已通过X射线晶体学证明。后者以2-叠氮喹啉形式互变异构平衡存在，这为铜催化的叠氮化物-炔烃1,3-偶极环加成反应提供了可能性，从而导致了4-烷基/芳硫基-2-（1 H -1,2， 3-三唑-1-基）喹唑啉。