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2,5-DICHLORO-6-FLUOROBENZIMIDAZOLE synthesis

2synthesis methods
-

Yield:142356-65-8 77%

Reaction Conditions:

with trichlorophosphate at 120; for 2 h;

Steps:

94.b

(b) Preparation of the intermediate compounds 2,5-dichloro-6-fluoro-lH-benzo[d]imidazole and 2,6-dichloro-5-fluoro-lH-benzo[d]imidazole.To 5-chloro-6-fluoro-lH-benzo[d]imidazol-2(3Η)-one (1 g, 5.3 mmol), phosphoryl trichloride (POCI3, 132 mmol)) was added, the reaction mixture was heated at 12O0C for 2 hours and then concentrated in vacuo. The residue was neutralized with sodium hydroxide, the resulting was filtered off, washed with water and dried to give 0.85 g (77 % yield) of 2,5-dichloro-6-fluoro- lH-benzo[d]imidazole and 2,6-dichloro-5-fluoro-lH-benzo[d]imidazole after recrystallization after petroleum ether. No effort was made to determine the ratios of the tautomers.

References:

WO2011/23812,2011,A1 Location in patent:Page/Page column 120-121

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