Bromine → HCID 13394248, compound

HRID 2164260Notes

Reaction equation

HRID 2164260 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[CH:10][NH:11][C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.[Br:20]Br.C1(C)C=CC=CC=1.C(OCC)(=O)C>C(Cl)(Cl)Cl>[BrH:20].[Br:20][C:10]1[NH:11][C:12]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)=[C:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)[N:9]=1

Participants

5

Reactant 3

HCID 24408BromineHCID 10848647HCID 10848647, compoundHCID 21584019Toluene ethylacetate

Product 1

HCID 13394248HCID 13394248, compoundYield 179.8%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A suspension of 4,5-bis(4-fluorophenyl)-1H-imidazole (25.6 g, 0.1 mol) in chloroform (100 ml) was cooled in an ice bath and treated dropwise with bromine (16.0 g, 0.1 mol) in 50 ml of chloroform. The mixture was stirred in the ice bath for one hour and then at room temperature until no starting material was evidenced by tlc (toluene-ethyl acetate, 6:4). The reaction mixture was filtered and the resulting solid was washed with diethyl ether and dried in vacuo to yield 37.4 g (90%) of the title compound, m.p. 270°-272°.

Workup

  1. temperaturewas cooled in an ice bath
  2. customat room temperature
  3. filtrationThe reaction mixture was filtered
  4. washthe resulting solid was washed with diethyl ether
  5. customdried in vacuo

Sources & evidence

ORD record
ord-33095a4c546346559465c8862298f4f3
Source dataset
uspto-grants-1985_03
Patent number
US04503065

Reaction notes

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