A series of pyrimido[4,5-b]quinolines (5-deazaflavines), were synthesized by microwave assisted intramolecular cyclization. The N4-substituted-2,4-diamino-6-chloro-pyrimidine-5-carbaldehydes, were prepared by selective monoamination of 2-amino-4,6-dichloropyrimidine-5-carbaldehyde with aliphatic and aromatic amines.
In the title compound, C(18)H(15)N(4)O(+).Cl(-).1.5H(2)O, one water site is fully ordered with unit occupancy while the other, which lies close to an inversion centre in the space group C2/c, has only 0.5 occupancy. The cation exhibits bond fixation in the fused carbocyclic ring and electronic polarization in the terminal heterocyclic ring. The components are linked into complex sheets by a combination of N-H...O, N-H...Cl, O-H...O, O-H...Cl and C-H...O hydrogen bonds.
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