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Condensation of 1-methyl-2-methylsulphonyl-5-nitroimidazole (1) with the sodium salts of triazolindiones affords the derivatives 2a-i; similiar reaction with the sodium salts of thiazolidinone, 2-iminothiazolidine, pyrrolidinone, oxazolidinone and its 2-methyl and 2-chloromethyl analogues leads to the formation of products 3-8 respectively.Under the reaction conditions 3 is opened by dimethylamide ion to form 10, and 6 by methyl sulfinate ion to provide 13 respectively.Additionally, 6 is hydrolysed to the amine (12).Cyclic sulphamides undergo reaction with 1 to provide nitroimidazoles (23-28).
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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H231N | ChemSpider