Benzamidine, hydrochloride → 4-(4-Bromophenyl)-2-phenylpyrimidine

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Reaction Steps

Benzamidine hydrochloride (4.7 g, 0.03 mole) and 1-dimethylamino-3-dimethylimonio-1- (4-bromophenyl) -1-propene perchlorate are allowed to react as described above in Example 4 for the preparation of 2,4-Bis (4-bromophenyl) -pyrimidine. After work-up and recrystallization from CHCl3 :ethyl ether (1:3 ), 7.2 g (72%) of a white crystalline solid is obtained which melted at 107°-08° C. IR(KBr) 2925, 1597, 1562, 1540, 1427 cm-1. 1H-NMR: (CDCl3) 8.65 (d, 1H, j=5.3 Hz), 8.55-8.52 (m, 2H), 8.02 (d, 2H, j=8.3 Hz), 7.6 (d, 2H, j=8.8 Hz), 7.5-7.46 (m, 3H), 7.44 (d, 1H, j=5.3 Hz). 13C-NMR (CDCl3): 164.6, 162.5, 157.9, 137.6, 135.7, 132.1, 130.8, 128.6, 128.5, 128.2, 125.6, 114.1. MS m/e: 311 (M+).

Provenance & Evidence