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Abdoli-Senejani et al.
2-Amino-4-(4-nitrophenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-
carbonitrile (4e)
Mp 177–179ꢁC; FT-IR (KBr, cmꢀ1): 3389 and 3513 (NH2), 3141 (C-H aromatic), 2195
(Cꢂ N), 1686(C ¼ O), 1660 and 1410 (C ¼ C aromatic), 1353 and 1523 (NO2), 1223
1
(C-O), 1145 (C-N)) ; H NMR (300 MHz, DMSO-d6, ppm): d ¼ 0.95 (s, 3H, CH3),
1.04 (s, 3H, CH3), d ¼ 2.11 (d, 1H, J ¼ 15Hz), 2.25 (d, 1H, J ¼ 15 Hz), 2.52 (d, 2H,
J ¼ 12 Hz), 4.36 (s, 1H), 7.19 (s, 2H, NH2), 7.45 (d, 2H, J ¼ 9Hz, Ar-H), 8.17(d, 2H,
J ¼ 9Hz, Ar-H).
2-Amino-4-(3-nitrophenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-
carbonitrile (4f)
Mp 205-207ꢁC; FT-IR (KBr, cmꢀ1): 3337 and 3442 (NH2), 3300 (C-H aromatic), 2189
(Cꢂ N), 1680 (C ¼ O),1675 and 1410 (C ¼ C aromatic), 1350 and 1536 (NO2), 1223
1
(C-O), 1210 (C-N); H NMR (300 MHz, DMSO-d6, ppm): d ¼ 0.95 (s, 3H, CH3), 1.04
(s, 3H, CH3), d ¼ 2.11 (d, 1H, J ¼ 18Hz), 2.27 (d, 1H, J ¼ 18 Hz), 2.52 (d, 2H,
J ¼ 15 Hz), 4.42 (s, 1H), 7.19 (s, 2H, NH2), 7.64 (m, 2H, Ar-H), 7.98 (s, 1H, Ar-H),
8.07 (d, 1H, J ¼ 9Hz, Ar-H.).
2-Amino-4-(4-bromophenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-
carbonitrile (4g)
Mp 199-202ꢁC; FT-IR (KBr, cmꢀ1): 3337 and 3435 (NH2), 3207 (C-H aromatic), 2189
1
(Cꢂ N), 1686 (C ¼ O), 1667 and 1410 (C ¼ C aromatic), 1223 (C-O), 1216 (C-N); H
NMR (300 MHz, DMSO-d6, ppm): d ¼ 0.96 (s, 3H, CH3), 1.04 (s, 3H, CH3), 2.11 (d,
1H, J ¼ 15Hz), 2.27 (d, 1H, J ¼ 15 Hz), 2.52 (d, 2H, J ¼ 15 Hz), 4.42 (s, 1H), 7.19 (s,
2H, NH2), 7.64 (m, 2H, Ar-H), 8.06 (m, 2H, Ar-H).
2-Amino-4-(2-furyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-
carbonitrile (4h)
Mp 201-204ꢁC; FT-IR (KBr, cmꢀ1): 3324 and 3396 (NH2), 3213 (C-H aromatic), 2195
(Cꢂ N), 1686 (C ¼ O), 1667 and 1450 (C ¼ C aromatic), 1223(C-O); 1H NMR
(300 MHz, DMSO-d6, ppm): d ¼ 0.98 (s, 3H, CH3), 1.04 (s, 3H, CH3), 2.17 (d, 1H,
J ¼ 15Hz), 2.29 (d, 1H, J ¼ 15 Hz), 2,44 (d, 1H, J ¼ 18 Hz), 2,53 (d, 1H, J ¼ 18 Hz),
4.33 (s, 1H), 6.05 (s, 1H, Ar-H), 6.32 (t, 1H, J ¼ 3Hz, Ar-H), 7.09(s, 2H, NH2), 7.48(s,
1H, Ar-H).
2-Amino-7,7-dimethyl-2',5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3'-indoline]-3-
carbonitrile (4i)
Mp 300-304ꢁC; FT-IR (KBr, cmꢀ1): 3311 and 3383 (NH2), 3148 (C-H aromatic), 2195
1
(Cꢂ N), 1725 (C ¼ O), 1662 (C ¼ O) 1654 and 1450 (C ¼ C aromatic), 1223 (C-O); H
NMR (300 MHz, DMSO-d6, ppm): d ¼ 1.00 (s, 3H, CH3), d ¼ 1.03 (s, 3H, CH3), 2.08
(d, 1H, J ¼ 15Hz), 2.18 (d, 1H, J ¼ 15 Hz), 2,58 (d, 2H, J ¼ 18 Hz), 6.79 (d, 1H,