Water → HCID 19771086, compound

HRID 1589872Notes

Reaction equation

HRID 1589872 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:22])=[C:6]([N:8]2[C:12]3[CH:13]=[CH:14][C:15]([C:17]([F:20])([F:19])[F:18])=[CH:16][C:11]=3[NH:10][C:9]2=[O:21])[CH:7]=1.[Br:23]Br.O>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([Br:23])[C:5]([OH:22])=[C:6]([N:8]2[C:12]3[CH:13]=[CH:14][C:15]([C:17]([F:18])([F:20])[F:19])=[CH:16][C:11]=3[NH:10][C:9]2=[O:21])[CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 5311330HCID 5311330, compound

Product 1

HCID 19771086HCID 19771086, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 1,3-dihydro-1-(5-chloro-2-hydroxyphenyl)-5-trifluoromethyl-2H-benzimidazol-2-one (0.2 g, 0.6 mmol) in glacial acetic acid (5 ml) at room temperature was added bromine (45 μl, 0.9 mmol) and, after stirring for 20 minutes, the mixture was poured into water (25 ml). The crude product was collected by filtration, taken up in hot ethanol and precipitated by addition of water yielding the title compound as white crystals, M.p. 254°-255° C.

Workup

  1. filtrationThe crude product was collected by filtration
  2. customprecipitated by addition of water yielding the title compound as white crystals, M.p. 254°-255° C.

Sources & evidence

ORD record
ord-58be04b6a206405e9e491715b061fd93
Source dataset
uspto-grants-1993_04
Patent number
US05200422

Reaction notes

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