Benzo(d)thiazol-2-amine → 3-(3-Methoxy-propyl)-3H-benzothiazol-2-ylideneamine hydrobromide

Participants

Reaction Steps

Benzothiazol-2-ylamine (1.0 g, 6.6 mmol) and 1-bromo-3-methoxy-propane (1.2 g, 7.9 mmol) were processed as described in Example 2A. Recrystallization from ethyl acetate afforded 1.7 g (89%) of the title compound. 1H NMR (DMSO-d6, 300 MHz) δ ppm 1.90-2.02 (m, 2 H), 3.18 (s, 3 H), 3.39 (t, J=5.9 Hz, 2 H), 4.31 (t, J=7.1 Hz, 2 H), 7.37-7.48 (m, 1 H), 7.53-7.69 (m, 2 H), 8.00 (dd, J=8.0, 0.8 Hz, 1 H), 10.08 (s, 1 H); MS (DCI/NH3) m/z 233 (M+H)+.

Provenance & Evidence