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Synthesis of some 2,3,6,8-tetraarylimidazo[1,2-a]pyrazine derivatives..., I. KAYAGIL, S¸. DEMIRAYAK
1-(2-(4-Methoxyphenyl)-2-oxoethyl)-2-benzoyl-4,5-diphenylimidazole (2): This compound was
prepared according to the general procedure above, in a yield of 88%, IR (potassium bromide): 1698, 1632
;
(C=O), 1595-1449 (C=C, C=N) cm−1 1 H-NMR (DMSO-d6)δ (ppm): 3.87 (s, 3H), 5.69 (s, 2H), 7.09 (d, J =
8.91 Hz, 2H), 7.23-7.26 (m, 1H), 7.28-7.31 (m, 2H), 7.36-7.38 (m, 2H), 7.46 (d, J = 7.16 Hz, 2H), 7.52-7.55 (m,
3H), 7.58-7.61 (m, 2H), 7.68-7.71 (m, 1H), 8.01 (d, J = 7.04 Hz, 2H), 8.35 (d, J = 7.15 Hz, 2H).
1-(2-(4-Chlorophenyl)-2-oxoethyl)-2-benzoyl-4,5-diphenylimidazole (3): This compound was
prepared according to the general procedure above, in a yield of 87%, IR (potassium bromide): 1697, 1639
(C=O), 1597-1452 (C=C, C=N) cm−1 1 H-NMR (DMSO-d6)δ (ppm): 5.72 (s, 2H), 7.23-7.31 (m, 3H), 7.38-
;
7.39 (m, 2H), 7.46 (d, J = 7.07 Hz, 2H), 7.53-7.61 (m, 5H), 7.65-7.71 (m, 3H), 8.06 (d, J = 8.63 Hz, 2H), 8.35
(d, J = 7.13 Hz, 2H).
1-(2-Phenyl-2-oxoethyl)-2-(4-chlorobenzoyl)-4,5-diphenylimidazole (7): This compound was
prepared according to the general procedure above, in a yield of 89%, IR (potassium bromide): 1699, 1634
;
(C=O), 1596-1448 (C=C, C=N) cm−1 1 H-NMR (DMSO-d6)δ (ppm): 5.74 (s, 2H), 7.25-7.32 (m, 3H), 7.36-
7.38 (m, 2H), 7.46 (d, J = 7.05 Hz, 2H), 7.53-7.60 (m, 5H), 7.67 (d, J = 8.60 Hz, 2H), 7.71-7.73 (m, 1H), 8.03
(d, J = 8.12 Hz, 2H), 8.40 (d, J = 8.59 Hz, 2H).
1-(2-(4-Methoxyphenyl)-2-oxoethyl)-2-(4-chlorobenzoyl)-4,5-diphenylimidazole (8): This com-
pound was prepared according to the general procedure above, in a yield of 84%, IR (potassium bromide): 1698,
;
1635 (C=O), 1596-1449 (C=C, C=N) cm−1 1 H-NMR (DMSO-d6)δ (ppm): 3.86 (s, 3H), 5.66 (s, 2H), 7.09 (d,
J = 8.93 Hz, 2H), 7.23-7.31 (m, 3H), 7.34-7.36 (m, 2H), 7.45 (d, J = 7.06 Hz, 2H), 7.52-7.55 (m, 3H), 7.67 (d,
J = 8.62 Hz, 2H), 8.00 (d, J = 8.90 Hz, 2H), 8.38 (d, J = 8.63 Hz, 2H).
1-(2-Phenyl-2-oxoethyl)-2-benzoyl-4,5-di(4-methylphenyl)imidazole (10): This compound was
prepared according to the general procedure above, in a yield of 88%, IR (potassium bromide): 1701, 1637
;
(C=O), 1595-1454 (C=C, C=N) cm−1 1 H-NMR (DMSO-d6)δ (ppm): 2.27 (s, 3H), 2.36 (s, 3H), 5.72 (s, 2H),
7.11 (d, J = 8.09 Hz, 2H), 7.24 (d, J = 8.02 Hz, 2H), 7.33 (d, J = 8.19 Hz, 2H), 7.36 (d, J = 8.18 Hz, 2H),
7.56-7.60 (m, 4H), 7.66-7.75 (m, 2H), 8.04 (d, J = 7.28 Hz, 2H), 8.34 (d, J = 7.16 Hz, 2H).
1-(2-Phenyl-2-oxoethyl)-2-(4-chlorobenzoyl)-4,5-di(4-methylphenyl)imidazole (16): This com-
pound was prepared according to the general procedure above, in a yield of 85%, IR (potassium bromide): 1699,
;
1634 (C=O), 1585-1448 (C=C, C=N) cm−1 1 H-NMR (DMSO-d6)δ (ppm): 2.27 (s, 3H), 2.36 (s, 3H), 5.71 (s,
2H), 7.11 (d, J = 7.96 Hz, 2H), 7.23 (d, J = 8.02 Hz, 2H), 7.32-7.37 (m, 4H), 7.57-7.61 (m, 2H), 7.66 (d, J =
8.66 Hz, 2H), 7.72-7.73 (m, 1H), 8.04 (d, J = 7.29 Hz, 2H), 8.38 (d, J = 8.64 Hz, 2H).
1-(2-(4-Chlorophenyl)-2-oxoethyl)-2-(4-chlorobenzoyl)-4,5-di(4-methylphenyl)imidazole (18):
This compound was prepared according to the general procedure above, in a yield of 86%, IR (potassium bro-
;
mide): 1698, 1635 (C=O), 1589-1450 (C=C, C=N) cm−1 1 H-NMR (DMSO-d6)δ (ppm): 3.73 (s, 3H), 3.79 (s,
3H), 5.68 (s, 2H), 6.88 (d, J = 8.91 Hz, 2H), 7.08 (d, J = 8.85 Hz, 2H), 7.26 (d, J = 8.67 Hz, 2H), 7.40 (d, J =
8.86 Hz, 2H), 7.64-7.68 (m, 4H), 8.06 (d, J = 8.62 Hz, 2H), 8.37 (d, J = 8.63 Hz, 2H).
1-(2-Phenyl-2-oxoethyl)-2-benzoyl-4,5-di(4-methoxyphenyl)imidazole (19): This compound
was prepared according to the general procedure above, in a yield of 87%, IR (potassium bromide): 1701,
;
1646 (C=O), 1571-1452 (C=C, C=N) cm−1 1 H-NMR (DMSO-d6)δ (ppm): 3.73 (s, 3H), 3.79 (s, 3H), 5.70 (s,
2H), 6.88 (d, J = 8.62 Hz, 2H), 7.08 (d, J = 8.45 Hz, 2H), 7.28 (d, J = 8.46 Hz, 2H), 7.41 (d, J = 8.57 Hz, 2H),
7.56-7.61 (m, 4H), 7.66-7.73 (m, 2H), 8.05 (d, J = 7.88 Hz, 2H), 8.34 (d, J = 7.81 Hz, 2H).
16