Iodine → 5-(3-iodo-1H-indol-5-yl)-N-methyl-1,3,4-thiadiazol-2-amine

Participants

Reaction Steps

To a solution of 5-(1H-indol-5-yl)-N-methyl-1,3,4-thiadiazol-2-amine (0.5 g, 2.17 mmol) in DMF (5 mL) was added KOH (0.135 g, 2.39 mmol) followed by I2 (0.6 g, 2.39 mmol). The mixture was stirred at RT for 2 h and 10% aq sodium bisulphite (2.5 mL) solution was added. The resulting precipitate was filtered and washed with H2O, dried to give 5-(3-iodo-1H-indol-5-yl)-N-methyl-1,3,4-thiadiazol-2-amine (0.3 g, 39%). MS (ESI, pos. ion) m/z: 357 (M+1); 1HNMR (DMSO-d6, 300 MHz): δ ppm 2.9 (s, 3H), 7.7 (m, 4H), 11.8 (s, 1H).

Provenance & Evidence