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Paper | Regular issue | Vol 60, No. 12, 2003, pp.2645-2651
Published online, 25th September, 2003
DOI: 10.3987/COM-03-9873
Synthesis and X-Ray Analysis of New 1,5-Benzodiazepinium Picrates

Andreas Schmidt,* Abbas Gholipour Shilabin, and Martin Nieger

*Institut für Organische Chemie, Technische Universität Clausthal, Leibnizstrasse 6, D-38678 Clausthal-Zellerfeld, Germany

Abstract

1,2-Diaminobenzenes react with pentane-2,4-dione in ethanol in the presence of picric acid to give 1,5-benzodiazepinium picrates. In the single crystal, the benzodiazepinium molecules form layers with overlapped 7-membered rings in head-to-tail arrangement. Hydrogen bonds to the picrate connect the 1,5-benzodiazepinium molecules of two layers.