p-Diiodobenzene → N-(4-Iodophenyl)-N,N',N'-trimethylethane-1,2-diamine

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Reaction Steps

The title compound was synthesized according to the synthesis of 1-(4-bromophenyl)-cis-3,5-dimethylpiperazine, except reacting 1,4-diiodobenzene (1.06 g, 3.21 mmol) with N,N,N′-trimethylethylenediamine (0.5 mL, 3.9 mmol). The title compound was purified by silica gel chromatography (MeOH/CH2Cl2, 5:95 to 1:5) to give a pale orange solid (0.62 g, 64%). 1H NMR (400 MHz, CDCl3) δ 7.50 (d, J=8.0 Hz, 2H), 6.55 (d, J=8.2 Hz, 2H), 3.77-3.76 (m, 2H), 2.99 (s, 3H), 2.99-2.92 (m, 2H), 2.65 (s, 6H); MS ESI 305.0 [M+H]+, calcd for [C11H17IN2+H]+ 305.04.

Provenance & Evidence