Preparation and Thermal Decomposition of 1,4,5- and 1,3,5-Trimethyltetrazolium Iodides
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概要
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1,4,5- and 1,3,5-Trimethyltetrazolium iodides were prepared by the reaction of methyl iodide with 1,5- and 2,5-dimethyltetrazoles, and the reaction of methyl iodide with 5-methyltetrazole. The latter method is more facile for the preparation of these iodides. Upon thermal decomposition of the 1,3,5-trimethyl salt at 130°C, the 1-methyl group was eliminated predominantly to yield 2,5-dimethyltetrazole. When the 1,4,5-trimethyl salt was decomposed at 270°C, a mixture of 1,5- and 2,5-dimethyltetrazole was obtained in 74% and 21% yields, respectively. For the formation of 2,5-dimethyltetrazole from the 1,4,5-trimethyl salt, there has been shown an intermolecular methylation scheme that the 1,4,5-trimethyl salt methylated 1,5-dimethyltetrazole being formed <I>in situ</I> to give the 1,3,5-trimethyl salt.
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