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Updated: Jul 15, 2026

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
2-{[(4-Methylphenyl)sulfonyl]amino}phenyl 4-methylbenzenesulfonate
G L Morgans1, S M Scalzullo, M A Fernandes
1School of Chemistry, Molecular Sciences Institute, University of the Witwatersrand, PO Wits 2050, Johannesburg, South Africa.
Abstract:
The title compound, C(20)H(19)NO(5)S(2), crystallizes as an almost 2:1 mixture of two molecular orientations (described as Orient-A and Orient-B). The consequences of these two orientations is the formation of three types of N-H...O hydrogen-bonded dimers in which the (Orient-A + Orient-A) dimers are likely to be the most stable, while the mixed (Orient-A + Orient-B) dimers are more frequent. Extra interactions in the form of C-H...O and C-H...pi interactions act to further stabilize these dimers and probably allow the less energetically favourable (Orient-A + Orient-B) and (Orient-B + Orient-B) hydrogen-bonded dimers to exist by preventing their conversion to (Orient-A + Orient-A)-only hydrogen-bonded dimers during the crystal-growth process.
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