- Title
- The Formation of 2, 2, 4-Trimethyl-2, 3-dihydro-1 H-1, 5-Benzodiazepine from 1, 2-Diaminobenzene in the Presence of Acetone
- Creator
- Odame, Felix, Kleyi, Phumelele, Hosten, Eric C, Betz, Richard, Lobb, Kevin A, Tshentu, Zenixole R
- Subject
- To be catalogued
- Date
- 2013
- Type
- text
- Type
- article
- Identifier
- http://hdl.handle.net/10962/448952
- Identifier
- vital:74773
- Identifier
- xlink:href="https://doi.org/10.3390/molecules181114293"
- Description
- In an attempt to synthesize a 2-substituted benzimidazole from the reaction of o-phenylenediamine and isophthalic acid in the presence of acetone and ethanol under microwave irradiation, a salt of the isophthalate ion and 2,2,4-trimethyl-2,3-dihydro-1H-1,5-benzodiazepin-5-ium ion was obtained. The condensation of two moles of acetone with the amine groups resulted in the formation of the benzodiazepine which crystallized as an iminium cation forming a salt with the isophthalate anion. The formation of benzodiazepine was also confirmed by performing the reaction of o-phenylenediamine with excess acetone in ethanol under conventional heating conditions. The compounds were characterized by NMR, FTIR, HRMS and microanalysis as well as X-ray crystallography. The reaction mechanism leading to the formation of benzodiazepine is also discussed.
- Format
- computer, online resource, application/pdf, 1 online resource (5 pages), pdf
- Publisher
- MDPI
- Language
- English
- Relation
- Molecules, Odame, F., Kleyi, P., Hosten, E., Betz, R., Lobb, K. and Tshentu, Z., 2013. The Formation of 2, 2, 4-Trimethyl-2, 3-dihydro-1 H-1, 5-Benzodiazepine from 1, 2-Diaminobenzene in the Presence of Acetone. Molecules, 18(11), pp.14293-14305, Molecules volume 18 number 11 p. 14293 2013 1420-3049
- Rights
- Publisher
- Rights
- Use of this resource is governed by the terms and conditions of the MDPI Open Access Statement (https://www.int-res.com/journals/terms-of-use/)
- Rights
- Open Access
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