Sodium Iodide → HCID 14727028, compound

Participants

Reaction Steps

To a 100 ml round-bottomed flask equipped with condenser and N2 inlet were added 0.95 g (4.34 mmol) 3-piperazinyl-benzisothiazole, 1.38 g (4.34 mmol) 4-(4-(2-chloroethyl)phenyl)-thiazol-2-one hydrobromide, 1.51 ml (8.68 mmol) diisopropylethylamine, 0.92 g (8.68 mmol) sodium carbonate, 2 mg. sodium iodide, and 40 ml methylisobutylketone. The reaction was refluxed 6 days, cooled, and evaporated. The residue was chromatographed on silica gel using methylene chloride/ethyl acetate as eluent and the product fractions taken up in ether/methylene chloride and precipitated by addition of ether saturated with HCl. The precipitate was filtered and dried to give a solid, m.p. 135-140° C., 1.09 g (51%). NMR (DMSO-d6) 2.74 (s, 3H), 3.1-3.7 (m, 10H), 4.1 (d, 2h), 7.3-8.2 (m, 9H).

Provenance & Evidence