Triethylamine → N-(2-azidoethyl)thiophene-2-sulfonamide

Participants

Reaction Steps

As in the synthesis of N-(2-azidoethyl)tetradecanamide, thiophene-2-sulfonyl chloride (0.218 g, 1.19 mmol) was reacted with 2-azidoethanamine (0.103 g, 1.19 mmol) and triethylamine (0.241 g, 2.39 mmol) in dichloromethane (5 mL) to give N-(2-azidoethyl)thiophene-2-sulfonamide (0.221 g, 80% yield). 1H NMR (300 MHz, CDCl3) δ 7.62 (d, J=1.2 Hz, 1H), δ 7.59 (d, J=1.2 Hz, 1H), 7.08 (t, J=3.9 Hz, 1H), 5.52 (s. 1H), 3.41 (t, J=5.4 Hz, 2H), 3.17 (q, J=5.4, 3.8 Hz, 2H) ppm; 13C NMR (75 MHz, CDCl3) δ 140.6, 132.7, 132.6, 127.9, 50.9, 42.9 ppm; HRMS (ESI) calcd for C6H8N4O2S2 (M+) 232.0089. found 232.0084.

Provenance & Evidence