M.R. Yazdanbakhsh et al. / Spectrochimica Acta Part A 77 (2010) 1084–1087
1087
1506 (N N). 1H NMR (CDCl3) ı 1.29 (t, 6H, CH3, J = 7.14 Hz), 3.53
(q, 4H, CH2, J = 7.14 Hz), 3.95 (s, 3H, OCH3), 6.77 (d, 2H, Aro.-H,
J = 9.29 Hz), 7.10 (d, 1H, Aro.-H, J = 8.89 Hz), 7.32 (s, 1H, Aro.-H), 7.98
(d, 2H, Aro.-H, J = 9.29 Hz), 8.00 (s, 1H, Aro.-H).
3.2.2. Dye (2)
Red–violet solid with metallic luster. Yield 85%. Mp 170–172 ◦C.
Recrystallization from acetone/H2O. IR (KBr): ꢃ 2880–2980 (Aro.-
H), 1505 (N N). 1H NMR (CDCl3) ı 1.28 (t, 6H, CH3, J = 7.11 Hz), 3.50
(q, 4H, N–CH2, J = 7.11 Hz), 6.74 (d, 2H, Aro.-H, J = 9.26 Hz), 7.26 (d,
1H, Aro.-H, J = 3.35 Hz), 7.92 (d, 1H, Aro.-H, J = 3.35 Hz), 7.95 (d, 2H,
Aro.-H, J = 9.26 Hz).
3.2.8. Dye (8)
Violet–green solid with metallic luster. Yield 72%. Mp
240–242 ◦C. Recrystallization from DMF/H2O. IR (KBr): ꢃ 3380 (OH),
2910–2980 (Aro.-H), 1520 (N N). 1H NMR (DMSO-d6) ı 3.67 (t,
4H, N–CH2, J = 5.17 Hz), 3.71 (q, 4H, OCH2, J = 5.17 Hz), 4.94 (t, 2H,
OH, J = 5.24 Hz), 7.07 (d, 2H, Aro.-H, J = 9.44 Hz), 7.89 (d, 1H, Aro.-
H, J = 9.32 Hz), 8.12 (d, 1H, Aro.-H, J = 8.95 Hz), 8.32 (d, 1H, Aro.-H,
J = 8.95 Hz), 9.04 (s, 1H, Aro.-H).
3.2.3. Dye (3)
Red solid with metallic luster. Yield 78%. Mp 120–122 ◦C. Recrys-
tallization from EtOH/H2O. IR (KBr): ꢃ 3315 (OH) 3525 (NH), 1503
(N N). 1H NMR (DMSO-d6) ı 3.75 (q, 2H, O–CH2, J = 5.76 Hz), 4.41
(t, 2H, N–CH2, J = 5.90 Hz), 5.07 (t, 1H, OH, J = 5.55 Hz), 7.28 (t, 1H,
NH, J = 7.34 Hz), 7.44 (d, 1H, Aro.-H, J = 3.48 Hz), 7.48 (t, 2H, Aro.-
H, J = 7.56 Hz), 7.62 (d, 2H, Aro.-H, J = 7.94 Hz), 7.71 (d, 1H, Aro.-H,
J = 3.48 Hz).
3.2.9. Dye (9)
Violet–green solid with metallic luster. Yield 76%. Mp 236-
238 ◦C. Recrystallization from DMF/H2O. IR (KBr): ꢃ 2930–2990
(Aro.-H), 1517 (N N). 1H NMR (CDCl3) ı 1.35 (t, 6H, CH3, J = 7.09 Hz),
3.56 (q, 4H, CH2, J = 7.09 Hz), 6.81 (d, 2H, Aro.-H, J = 9.10 Hz), 8.03 (d,
2H, Aro.-H, J = 9.10 Hz), 8.13 (d, 1H, Aro.-H, J = 8.82 Hz), 8.35 (d, 1H,
Aro.-H, J = 8.82 Hz), 8.78 (s, 1H, Aro.-H).
3.2.4. Dye (4)
Violet solid with metallic luster. Yield 75%. Mp 220-222 oC.
Recrystallization from acetone/H2O. IR (KBr): ꢃ 3335 (OH), 2900-
2980 (Aro.-H), 1512 (N N). 1H NMR (DMSO-d6) ı 3.48 (t, 4H,
N–CH2, J = 5.39 Hz), 3.60 (t, 4H, O–CH2, J = 5.39 Hz), 4.62 (br, 2H, OH),
6.65 (d, 2H, Aro.-H, J = 9.31 Hz), 7.16 (t, 1H, Aro.-H, J = 7.14 Hz), 7.23
(t, 1H, Aro.-H, J = 7.10 Hz), 7.62 (d, 1H, Aro.-H, J = 7.69 Hz), 7.70 (d,
2H, Aro.-H, J = 9.31 Hz), 7.78 (d, 1H, Aro.-H, J = 7.99 Hz).
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3.2.5. Dye (5)
Violet solid with metallic luster. Yield 80%. Mp 176–178 ◦C.
Recrystallization from acetone/H2O. IR (KBr): ꢃ 2800–2950 (Aro.-
H), 1510 (N N). 1H NMR (CDCl3) ı 1.31(t, 6H, CH3, J = 7.13 Hz), 3.55
(q, 4H, CH2, J = 7.13 Hz), 6.78 (d, 2H, Aro.-H, J = 9.33 Hz), 7.42 (t, 1H,
Aro.-H, J = 7.08 Hz), 7.50 (t, 1H, Aro.-H, J = 7.07 Hz), 7.86 (d, 1H, Aro.-
H, J = 7.48 Hz), 8.02 (d, 2H, Aro.-H, J = 9.33 Hz), 8.10 (d, 1H, Aro.-H,
J = 8.00 Hz).
3.2.6. Dye (6)
Dark violet solid with metallic luster. Yield 86%. Mp 216–218 ◦C.
Recrystallization from DMF/H2O. IR (KBr): ꢃ 3300 (OH), 2850–3000
(Aro.-H), 1509 (N N). 1H NMR (DMSO-d6) ı 3.64 (s, 8H, CH2),
3.86 (s, 3H, OCH3), 4.89 (t, 2H, OH, J = 5.37 Hz), 6.96 (d, 2H, Aro.-
H, J = 9.30 Hz), 7.12 (d, 1H, Aro.-H, J = 8.90 Hz), 7.61 (s, 1H. Aro.-H),
7.82 (d, 2H, Aro.-H, J = 9.30 Hz), 7.88 (d, 1H, Aro.-H, J = 8.90 Hz).
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3.2.7. Dye (7)
Dark violet solid with metallic luster. Yield 90%. Mp 148–150 ◦C.
Recrystallization from DMF/H2O. IR (KBr): ꢃ 2920–2980 (Aro.-H),
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