Sodium Iodide → HCID 57617817, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-amino-4-(2-chloroethylthio)-N-isobutylbenzamide (2.386 g, 8.32 mmol) in 2-butanone (150 ml) was added sodium iodide (1.247 g, 8.32 mmol). The reaction was heated to 70° C. and stirred for 24 hours. TLC analysis of the reaction mixture indicated consumption of starting material. The reaction mixture was concentrated in vacuo and purified by flash column chromatography [gradient elution (hexanes with 5-50% EtOAc)] to provide N-isobutyl-3,4-dihydro-2H-benzo[b][1,4]-thiazine-6-carboxamide (1.61 g, 6.43 mmol) as an off white solid. The total overall yield for steps 2-5 was 77%. LCMS (+ESI) m/z=523.34 [2M+Na]+.

Provenance & Evidence