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Selected spectral data:
Compound 2c: White solid; mp above 200 °C; yield 98%. IR (KBr, cmÀ1): 3135.
1H NMR (DMSO-d6, 400 MHz): d 6.91 (d, 1H, CH@C, J = 1.6 Hz), 7.37 (t, 1H, ArH,
J = 7.3 Hz), 7.48 (t, 2H, ArH, J = 7.5 Hz), 7.94 (d, 2H, ArH, J = 7.6 Hz), 8.17 (d, 1H,
ArH, J = 1.6 Hz), 8.26 (d, 1H, ArH J = 1.9 Hz), 12.37 (s, 1H, NH). MS (m/z): 272
(M+), 274. Anal. Calcd for C13H9BrN2: C, 57.17; H, 3.32; N, 10.26. Found: C,
56.98; H, 3.48; N, 10.29.
Compound 2f: Solid, mp 210–211 °C; yield 99%. IR (KBr, cmÀ1): 3443. 1H NMR
(CDCl3, 400 MHz) d 2.43 (s, 3H, Me), 6.74 (s, 1H, @CH), 7.00 (d, 1H, J = 8.1 Hz,
ArH), 7.27 (d, 1H, J = 7.4 Hz, ArH), 7.30 (d, 1H, J = 2.8 Hz, ArH), 7.40–7.44 (m, 3H,
ArH), 7.64 (d, 2H, J = 7.6 Hz, ArH), 8.33 (br s, 1H, NH). MS (m/z): 207 (M+). Anal.
Calcd for C15H13N: C, 86.92; H, 6.32; N, 6.76. Found: C, 86.77; H, 6.45; N, 6.89.