Summary.
Two series of selected 4-N,N-dimethylamino-2-phenylquinazoline and 2-N,N-diethylamino-4-N,N-dimethylamino-quinazoline derivatives obtained in the reaction of substituted N-phenylbenzimidoyl chlorides or N1,N1-diethyl-N2-phenylchlorocarboxyamidines with N,N-dimethylcyanamide in the presence of TiCl4 were examined in order to detect the protonation centre. The untypical correlations between pK a and σ were supported by MNDO calculations and single crystal X-ray diffraction data and point to a protonation of the ring-N-atoms with delocalization of the positive charge into the N,N-dimethylamino group.
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Received November 29, 1999. Accepted (revised) February 4, 2000
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Zieliński, W., Kudelko, A. Concerning the Basicity of 4-Dimethylaminoquinazoline Derivatives. Monatshefte fuer Chemie 131, 733–738 (2000). https://doi.org/10.1007/s007060070074
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DOI: https://doi.org/10.1007/s007060070074