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2-(5-Bromo-2-chloro-phenyl)-1H-benzoimidazole synthesis

2synthesis methods
21739-92-4 Synthesis
5-Bromo-2-chlorobenzoic acid

21739-92-4
639 suppliers
$8.00/10g

2-(5-Bromo-2-chloro-phenyl)-1H-benzoimidazole

1096829-72-9
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Yield:1096829-72-9 67%

Reaction Conditions:

Stage #1: 5-bromo-2-chlorobenzoic acid;1,2-diamino-benzenewith methanesulfonic acid at 170; for 5 h;
Stage #2: with sodium hydroxide;water

Steps:

35.O.d; 35.Oa.d

2-(5-bromo-2-chlorophenyl)-lH-benzimidazole Method O, Oa -Step dInto a one necked round bottomed flask equipped with a magnetic stirrer, 5-bromo-2-chlorobenzoic acid (70.0 g, 297.3 mmol), ?-phenylenediamine (64.3 g, 594.6 mmol) and methansulfonic acid (140 mL) were placed and heated to 1700C in order to melt the solids. The system was stirred 5h at this temperature, then left to come rt. The blue solid was treated with NaOH 35% (200 mL) obtaining a violet suspension (pη 5) that was filtered and washed with NaOH 0.5 M (2 L) and H2O (2 L). The product was dried under vacuum (600C), to give 61.6 g of a pure violet solid. (67%). m/z 307/309 (M+H)+; retention time= 8.73.

References:

WO2009/74300,2009,A2 Location in patent:Page/Page column 61-62; 19