N-bromobutanimide → HCID 178488288, compound

HRID 275795Notes

Reaction equation

HRID 275795 reaction equation
[CH3:1][O:2][C:3]1[C:8]2[N:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[NH:11][C:7]=2[CH:6]=[CH:5][CH:4]=1.[Br:16]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[Br:16][C:6]1[C:7]2[NH:11][C:10]([C:12]([F:15])([F:13])[F:14])=[N:9][C:8]=2[C:3]([O:2][CH3:1])=[CH:4][CH:5]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 18316620HCID 18316620, compound

Product 1

HCID 178488288HCID 178488288, compoundYield 13.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 7-methoxy-2-trifluoromethylbenzimidazole (50 g) in chloroform (100 ml) was cooled to 0° C., and N-bromosuccinimide (4.5 g) added. The mixture was stirred for 2 h. It was then washed with 5% aqueous sodium metabisulphite (50 ml), dried over magnesium sulphate, evaporated in vacuo and purified by flash chromatography eluting with 25% ethyl acetate in hexane to yield the title compound as a white solid (1.0 g).

Workup

  1. washIt was then washed with 5% aqueous sodium metabisulphite (50 ml)
  2. dry with materialdried over magnesium sulphate
  3. customevaporated in vacuo
  4. custompurified by flash chromatography
  5. washeluting with 25% ethyl acetate in hexane

Sources & evidence

ORD record
ord-63841f4d1017428fb7f908bd82660fbe
Source dataset
uspto-grants-2002_03
Patent number
US06353010B1

Reaction notes

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