Organic Chemistry International

Research Article

Green Chemistry: New Synthesis of Substituted Chromenes and Benzochromenes via Three-Component Reaction Utilizing Rochelle Salt as Novel Green Catalyst

Table 3

Spectral data of the newly synthesized compounds 6–8.
CompoundIR (cm−1)MS 1H NMR (DMSO- ) (  ppm)
6a3419–3327 (OH and NH2), 2190 (CN)324 (M+)3.65 (s, 3H, OCH3), 3.70 (s, 3H, OCH3), 4.89 (s, 1H, H-4), 6.75 (s, 2H, NH2), 6.45–6.74 (m, 6H, ArH), 9.61 (br s, 1H, OH).
6b3430–3325 (OH and NH2), 2210 (CN)324 (M+)3.68 (s, 3H, OCH3), 3.73 (s, 3H, OCH3), 4.92 (s, 1H, H-4), 6.37 (s, 2H, NH2), 6.53–6.75 (m, 6H, ArH), 9.51 (br s, 1H, OH).
6c3430–3320 (OH and NH2), 2215 (CN)370 (M+)4.57 (s, 1H, H-4), 5.04 (s, 2H, –CH2–), 6.75–6.82 (m, 5H, ArH), 6.87 (s, 2H, NH2), 7.22–7.37 (m, 3H, ArH), 7.40–7.44 (m, 4H, ArH), 9.39 (br s, 1H, OH),
7a3387, 3310 (NH2), 2190 (CN) 358 (M+)3.64 (s, 3H, OCH3), 3.79 (s, 3H, OCH3), 5.14 (s, 1H, H-4), 6.69 (s, 2H, NH2), 7.0–7.53 (m, 9H, ArH).
7b3387, 3315 (NH2), 2195 (CN)358 (M+)3.71 (s, 3H, OCH3), 3.80 (s, 3H, OCH3), 4.54 (s, 1H, H-4), 6.72 (s, 2H, NH2), 7.10–7.53 (m, 9H, ArH).
8a3460, 3340 (NH2), 2200 (CN)358 (M+)3.85 (s, 3H, OCH3), 4.01 (s, 3H, OCH3), 4.62 (s, 1H, H-4), 6.66 (s, 2H, NH2), 7.21–7.45 (m, 9H, ArH).
8b3445, 3300 (NH2), 2201 (CN)358 (M+)3.82 (s, 3H, OCH3), 3.90 (s, 3H, OCH3), 4.54 (s, 1H, H-4), 6.72 (s, 2H, NH2), 7.28–7.53 (m, 9H, ArH).
8c3450, 3320 (NH2), 2187 (CN)358 (M+)3.73 (s, 3H, OCH3), 3.82 (s, 3H, OCH3), 4.55 (s, 1H, H-4), 6.69 (s, 2H, NH2), 7.29–7.52 (m, 9H, ArH).
8d3465, 3310 (NH2), 2191 (CN) 388 (M+)3.70 (s, 3H, OCH3), 3.81 (s, 3H, OCH3), 3.89 (s, 3H, OCH3), 4.50 (s, 1H, H-4), 6.64 (s, 2H, NH2), 7.11–7.78 (m, 8H, ArH).