Dichloromethane → HCID 178515056, compound

Participants

Reaction Steps

A mixture of m-chloroperbenzoic acid (0.43 g, 9,.67 mmol) and 2-(1-phenyl-1H-tetrazol-5-ylthiomethyl) saccharin (1 g, 2.67 mmol) in MDC was stirred at room temperature for 24 hours. TLC (95:5 CH2Cl2 : ether) revealed the presence of starting sulfide. Additional peracid (0.2 g) was added and the mixture stirred for an additional 2 days. The reaction mixture was washed with sodium bicarbonate solution, dried (Na2SO4) and freed of solvent under vacuum. Chromatography (silica gel-95:5 CH2Cl2 :ether) afforded a foam that was crystallized from ether to afford 0.52 g of 2-(1-phenyl-1H-tetrazol-5-ylsulfinylmethyl) saccharin as a white solid, mp 161°-162° C. 1H nmr (90 MHz, CDCl3):5.5-6.0 (2H, q). FDMS: m/e 196 (M+ -PMT), 389 (M+).

Provenance & Evidence