- Molten-state nitration of substituted imidazoles: New synthetic approaches to the novel melt-cast energetic material, 1-methyl-2,4,5-trinitroimidazole
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Novel, one-step synthetic routes for the preparation of 1-methyl-2,4,5-trinitroimidazole (MTNI) are described. In addition, a new, molten-state nitration method for the synthesis of 1-methyl-2,4,5- trinitroimidazole is developed. Georg Thieme Verlag Stuttgart - New York.
- Duddu, Raja,Zhang, Mao-Xi,Damavarapu, Reddy,Gelber, Nathaniel
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experimental part
p. 2859 - 2864
(2011/10/18)
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- Melt-cast explosive material
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1-Methyl-2,4,5-Trinitroimidazole is synthesized starting from 4-nitroimidazole using stepwise nitration method and further methylation using Dimethylsulphate. It is relatively insensitive to impact and its thermal stability is excellent. The calculated detonation properties indicate that its performance is about 30% better than TATB. It can be prepared easily, with reasonable yield, starting from commercially available Imidazole. Results from impact sensitivity, friction sensitivity, time-to-explosion temperature and vacuum stability tests indicate that it is less sensitive than both RDX and HMX. The good oxygen balance and measured heat of formation data of this material indicate that its propellant performance should be good.
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Page/Page column 7
(2008/06/13)
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- Oxidative Alkylation of Azoles: V. Synthesis of 1-Chloro-4-nitroimidazole and Its Reaction with Methyl Iodide
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Chlorination of 4-nitroimidazole in alkaline medium gave 1-chloro-4-nitroimidazole. The reaction of the latter with methyl iodide results in liberation of iodine and formation of 4-nitroimidazole, isomeric 1-methyl-4-nitro- and 1-methyl-5-nitroimidazoles, and 1,3-dimethyl-4-nitroimidazolium triiodide.
- Veretennikov,Pevzner
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p. 1764 - 1766
(2007/10/03)
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- Reactions with Dimethyl Carbonate, 2. - N-Methylation of Imidazole and Derivatives
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The use of dimethyl carbonate as methylating agent for imidazole derivatives is demonstrated by selected examples.The comparison of the toxicological values of dimethyl carbonate and dimethyl sulfate should inspire to replace the highly toxic dimethyl sulfate by dimethyl carbonate.
- Lissel, Manfred
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- A NEW SIMPLE PROCEDURE FOR ALKYLATION OF NITROGEN HETEROCYCLES USING DIALKYL OXALATES AND ALKOXIDES.
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A variety of nitrogen heterocycles are N-alkylated in high yields with dialkyl oxalates and potassium alkoxides in refluxing dimethylformamide.
- Bergman, Jan,Sand, Peter
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p. 1957 - 1960
(2007/10/02)
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