A convenient synthesis of 2,3- and 2,4-pyrimidinophanes (3,5,6) has been described from 6-aryl-5-cyano-2-thiouracils (1a–c). A reaction of 2-thiouracil with dibromomethane produced 2a–c, which on further interaction with dihaloalkane under basic condition produced 2,3-pyrimidinophanes (3a,b). Halogenation of 2a,c with POCl3 led to yield respective chloropyrimidines (4a,b), which on further reaction with diaminoalkane and 1,4-phenylenediamine separately yielded 2,4-pyrimidinophanes (5a–d and 6a,b).
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