Benzoyl Peroxide → HCID 19744735, compound

HRID 2254409Notes

Reaction equation

HRID 2254409 reaction equation
[Cl:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[CH:8]=[C:9]([CH3:13])[CH:10]=[CH:11][CH:12]=2)[N:6]=1.[Br:14]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl.ClCCCl>[Br:14][CH2:13][C:9]1[CH:8]=[C:7]([C:5]2[N:6]=[C:2]([Cl:1])[S:3][CH:4]=2)[CH:12]=[CH:11][CH:10]=1

Participants

6

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 19744692HCID 19744692, compound

Product 1

HCID 19744735HCID 19744735, compound

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolventHCID 5943Carbon TetrachlorideSolvent

Procedure

600 mg of 2-chloro-4-(3-tolyl)thiazole was dissolved in a mixture of 8 ml of carbon tetrachloride and 2 ml of 1,2-dichloroethane. N-bromosuccinimide (511 mg) and 3 mg of benzoyl peroxide were added, and the mixture refluxed with stirring for 3 hours. After cooling, the precipitate was separated from the reaction mixture by filtration. It was washed with an aqueous solution of sodium hydrogen carbonate, and the solvent was evaporated under reduced pressure to give 4-(3-bromomethylphenyl)-2-chlorothiazole as a pale yellow oil.

Workup

  1. temperaturethe mixture refluxed
  2. temperatureAfter cooling
  3. customthe precipitate was separated from the reaction mixture by filtration
  4. washIt was washed with an aqueous solution of sodium hydrogen carbonate
  5. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-cf43e49d4b6e414eb56ba2854c63eb9c
Source dataset
uspto-grants-1993_08
Patent number
US05234946

Reaction notes

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