Introduction of a new synthetic route about Sulfuric diamide

According to the analysis of related databases, 7803-58-9, the application of this compound in the production field has become more and more popular.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 7803-58-9 as follows. 7803-58-9

4-{4-(2,4-Dichloro-phenyl)-2-[2-(3′-methanesulfonyl-biphenyl-4-yl)-(E)-vinyl]-imidazol-1-yl}-benzaldehyde (700 mg, 1.22 mmol)) was cyclized according to general procedure AB to provide (+/-)-4-(4-{4-(2,4-dichloro-phenyl)-2-[2-(3′-methanesulfonyl-biphenyl-4-yl)-(E)-vinyl]-imidazol-1-yl}-phenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-ylideneamine (210 mg, 25% yield). LCMS: m/z 678 (M+H)+. 1H NMR (DMSO-d6, 400 MHz): delta 3.31 (s, 3H), 5.52 (d, 1H), 6.94 (d, 1H), 7.57 (dd, 1H), 7.66-7.74 (m, 7H), 7.76-7.82 (m, 3H), 7.88 (d, 1H), 7.92 (m, 1H), 8.06 (m, 1H), 8.09 (s, 1H), 8.18 (m, 1H), 8.31 (d, 1H), 8.42 (br s, 1H) ppm.; General Procedure AB: Preparation of C-sulfahydantoin Derivatives To a suspension of aryl aldehyde in ethanol (0.1-0.5 M) was added sodium cyanide (20 eq) and sulfamide (10 eq). The mixture was heated at reflux under nitrogen for 18 hours. The mixture was then diluted with aqueous NaHCO3/EtOAc and the layers were separated. The aqueous layer was washed with EtOAc and the combined organic layers were washed with water and brine, then dried over Na2SO4 and concentrated. The residue was purified by silica gel column chromatography to afford the iminosulfahydantoin derivative.

According to the analysis of related databases, 7803-58-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mjalli, Adnan M.M.; Polisetti, Dharma R.; Subramanian, Govindan; Quada, James C.; Arimilli, Murty N.; Yarragunta, Ravindra R.; Andrews, Robert C.; Xie, Rongyuan; US2005/187277; (2005); A1;,
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