2018
DOI: 10.1055/s-0036-1591936
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A Novel Synthesis of N-Sulfonylformamidines from N-Sulfonyl­sulfonamides

Abstract: N-Sulfonylformamidines were synthesized from N-sulfonylsulfonamides by reacting with p-toluenesulfonyl chloride (TsCl) and N,N -disubstituted formamides. In this reaction, it was expected that mixing TsCl with the N,N-disubstituted formamide would generate an iminium salt (Vilsmeier reagent). The reaction avoids the use of metal catalysts and hazardous reagents, and the desired N-sulfonylformamidines were obtained in 60% to quantitative yields.

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Cited by 8 publications
(1 citation statement)
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“…The structure of synthesized Zn(BBI) 2 is confirmed by proton nuclear magnetic resonance ( 1 H NMR) and Fourier transform infrared spectroscopy (FTIR) in Figure S5, Supporting Information. [ 13 ] Consistent with our design, we found a decent solubility of ≈0.05 mol per mole H 2 O (≈0.57 g Zn(BBI) 2 per gram H 2 O), a satisfactory Zn 2+ conductivity of 23.5 mS cm −1 (at 1 m ), and a less acidic pH of 5.47 (at 1 m ). It has the proper solvation ability, as will be shown in the following sections, thus addressing the interfacial issues discussed above.…”
Section: Design Principlessupporting
confidence: 85%
“…The structure of synthesized Zn(BBI) 2 is confirmed by proton nuclear magnetic resonance ( 1 H NMR) and Fourier transform infrared spectroscopy (FTIR) in Figure S5, Supporting Information. [ 13 ] Consistent with our design, we found a decent solubility of ≈0.05 mol per mole H 2 O (≈0.57 g Zn(BBI) 2 per gram H 2 O), a satisfactory Zn 2+ conductivity of 23.5 mS cm −1 (at 1 m ), and a less acidic pH of 5.47 (at 1 m ). It has the proper solvation ability, as will be shown in the following sections, thus addressing the interfacial issues discussed above.…”
Section: Design Principlessupporting
confidence: 85%