N-Alkylation of Unsymmetrical 1,6-Dihydro-1,2,4,5-tetrazine Under Alkali Condition |
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| Authors: | Feng Xu Zhen-Zhen Yang Shi-Jie Zhang Wei-Xiao Hu |
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| Institution: | 1. Biological and Chemical Engineering Department , Taizhou Vocational and Technical College , Taizhou , China xufeng901@126.com;3. Biological and Chemical Engineering Department , Taizhou Vocational and Technical College , Taizhou , China;4. College of Pharmaceutical Science , Zhejiang University of Technology , Hangzhou , China |
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| Abstract: | 6-Methyl-3-phenyl-1,6-dihydro-1,2,4,5-tetrazine was stable in alkali solution at room temperature and decomposed gradually to form 1,2-dibenzylidenehydrazine. The plausible mechanism of the reaction is discussed. Because it was stable for a period of time, a convenient and effective method for synthesis of 1-alkyl-1,6-dihydro-1,2,4,5-tetrazines has been developed. The starting 1,6-dihydro-1,2,4,5-tetrazine can be alkylated with alkyl halides in methanol and lithium hydroxide monohydrate as a base at room temperature. |
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| Keywords: | Alkyl halides N-alkylation 1 6-dihydro-1 2 4 5-tetrazine lithium hydroxide unsymmetrical |
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