9‐((2,4‐Dinitrophenyl)thio)‐1,4‐Dihydro‐1,4‐Epiminonaphthalene

image [ 94039‐36‐8 ] C 16 H 11 N 3 O 4 S (MW 341.05) InChI = 1S/C16H11N3O4S/c20‐18(21)10‐5‐8‐16(15(9‐10)19(22)23)24‐17‐13‐6‐7‐14(17)12‐4‐2‐1‐3‐11(12)13/h1‐9,13‐14H InChiKey = VBMBZMVNFFHJMM‐UHFFFAOYSA‐N (for the generation of sulfenylnitrene, 1 nitrene bearing in‐built leaving group, used for the aziridine synthesis, for late‐stage single nitrogen‐atom insertion 2 ) Alternative Name : 2,4‐dinitrobenzenesulfenamide 3 Physical Data : mp 138–140 °C (dec). Solubility : soluble in common organic solvents Form Supplied in : orange crystalline solid Analysis of Reagent Purity : >97% (NMR) Preparative Method : prepared by treatment of 2,4‐dinitrobenzenesulfenyl chloride (1 equiv) with 1,4‐dihydro‐1,4‐epiminonaphthalene hydrochloride salt (1.2 equiv) in the presence of 2.5 equiv of triethylamine (eq 1). 2 Alternatively, by reaction of 1,4‐dihydro‐1,4‐epiminonaphthalene with 2,4‐dinitrobenzenesulfenyl chloride in the presence of pyridine. 1 image Purification Method : purified by flash column chromatography (eluent: Hexanes/EtOAc = 9:1). Handling, Storage, and Precautions : stable at room temperature, no decomposition is seen after a year at room temperature.