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ChemicalBook CAS DataBase List 1,1'-Sulfonyldiimidazole
7189-69-7

1,1'-Sulfonyldiimidazole synthesis

3synthesis methods
N, N′-Sulfuryldiimidazole can be prepared from the reaction of Imidazole and Sulfuryl Chloride in THF at ambient temperature.
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Yield:7189-69-7 92%

Reaction Conditions:

with sulfuryl dichloride in dichloromethane at 0 - 20; for 16 h;Inert atmosphere;

Steps:

Preparation of diazotransfer reagent imidazole-i-sulfonyl azide:

To a solution of imidazole (79.00 g, i.i7 mol, 4.75 eq) in 633 mL of anhydrous dichloromethane wasa solution of sulfuryl chloride (20.0 mL, 0.25 mol, 1.0 eq) in 119 mL of anhydrous dichloromethane via cannulae transfer at 0°C under N2. Reaction warmed totemperature and continued to stir under N2 for 16 hours. The reaction wasand the filtrate condensed under reduced pressure to yield and off white solid.solid was recrystallized in 80 mL of refluxing isopropanol to yield N,N’ -sulfuryldiimidazole as a colorless crystalline solid (44.97g 92%). 1H NMR (600 MHz,DMSO-d6) ? 8.51 (s, 1H), 7.92 (t, J = 1.5 Hz, 1H), 7.26 - 7.24 (m, iH), 3.33 (s, iH).NMR (i51 MHz, DMSO-d6) ? 138.14, 132.38, 118.93.

References:

WO2016/172615,2016,A1 Location in patent:Page/Page column 8

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