Ethylenediamine → 4-(Aminomethyl)-N,N,N'-trimethylbenzenesulfonimidamide

Participants

Reaction Conditions

Reaction Steps

A solution of 4-((1,3-dioxoisoindolin-2-yl)methyl)-N,N,N′-trimethyl-benzene-sulfonimidamide (preparation 60c, 280 mg, 0.78 mmol) in a 2:1:1 mixture of acetonitrile, tetrahydrofuran and ethanol (8 mL) is treated with 1,2-diaminoethane (116 μL, 1.74 mmol). The mixture is heated at 60° C. for 5 h, and another portion of 1,2-diaminoethane (26 μL, 0.39 mmol) is added. After 1.5 h all volatiles are removed under reduced pressure. The residue is treated with dichloromethane, and the mixture is filtered. The filtrate is concentrated under reduced pressure. Yield: 172 mg (97% of theory). ESI mass spectrum: [M+H]+=228; r.t. HPLC: 0.66 min (V011_S01).

Provenance & Evidence