NDLI: Scalable Synthesis of 1,1-Diamino-2,2-dinitroethene Without Hazardous Intermediates or by-Products

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Scalable Synthesis of 1,1-Diamino-2,2-dinitroethene Without Hazardous Intermediates or by-Products

Content Provider	Scilit
Author	Jalový, Zdeněk Ek, Stefan Ottis, Jan Dudek, Kamil Ruzicka, Ales Lycka, Antonin Latypov, Nikolaj V.
Copyright Year	2012
Description	Journal: Journal of Energetic Materials A process for the preparation of 1,1-diamino-2,2-dinitroethene suitable for scale-up was developed. The crucial features to allow scalability and enhance the process safety were the improved synthesis of 2-methoxy-2-methylimidazolidine-4,5-dione and its conversion into 2-hydroxy-2-methylimidazolidine-4,5-dione, which is a new intermediate in the synthesis of 1,1-diamino-2,2-dinitroethene. Its nitration produced 2-(dinitromethylidene)-imidazolidine-4,5-dione, whose hydrolysis into 1,1-diamino-2,2-dinitroethene was further improved. The use of trifluoroacetic acid to remove sulfuric acid prior to hydrolysis is no longer required. The described procedure yields no hazardous intermediates such as dinitromethane or 2-(dinitromethylidene)-5,5-dinitrodihydropyrimidine-4,6(1H,5H)-dione. Thus, the process safety was enhanced in comparison with the commercial production process starting from 2-methylpyrimidine-4,6-dione.
Related Links	https://core.ac.uk/download/pdf/70340329.pdf
Ending Page	99
Page Count	13
Starting Page	87
ISSN	07370652
e-ISSN	15458822
DOI	10.1080/07370652.2011.633964
Journal	Journal of Energetic Materials
Issue Number	2
Volume Number	31
Language	English
Publisher	Informa UK Limited
Publisher Date	2012-08-16
Access Restriction	Open
Subject Keyword	Journal: Journal of Energetic Materials Organic Chemistry 1,1-diamino-2,2-dinitroethene 2-hydroxy-2-methylimidazolidine-4 2-methoxy-2-methylimidazolidine-4,5-dione
Content Type	Text
Subject	Physics and Astronomy

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