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3 (1 N, 3 ml, 2 times) to extract the unreacted sulfonyl chloride. A solution of NaOH (0.5 N, 2 ml) was used to extract the sulfonamides as sodium salts. The samples (water phase) were dried out afterwards. A solution of alkyl iodide E in N,N-DMF was added to every sample of sulfonamide sodium salt by the automated pipetting system. The samples were heated at 100°C for 30 h. All the N,N-DMF was lost in the process and a yellow to brown oil remained in the vials. The samples were washed with a solution of NaOH (1 N, 3 ml, 3 times) to remove the excess of sulfonamide. Then, the compounds were extracted with ethyl ether (5 ml , 5 times) and dried. As the alkyl iodide E is not soluble in ether, only the final compounds were extracted.
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33645887938
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3, δ): 18.4, 21.5, 30.9, 33.6, 34.4, 40.3, 41.9, 45.6, 48.6, 51.7, 124.0, 127.3, 127.5, 128.2, 128.3, 128.4, 128.9, 133.1, 138.0, 139.1, 140.9, 168.1.
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16
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33645858869
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note
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3, δ): 18.4, 21.5, 30.9, 33.6, 34.4, 40.3, 41.9, 45.6, 48.6, 51.7, 124.0, 127.3, 127.5, 128.2, 128.3, 128.4, 128.9, 133.1, 138.0, 139.1, 140.9, 168.1.
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