Bromine → HCID 58179852, compound

HRID 253976Notes

Reaction equation

HRID 253976 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:9](=[O:19])[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[C:12]=2[Cl:18])[C:5]([Cl:8])=[N:6][CH:7]=1.C(Cl)Cl.O1CCCC1.[Br:28]Br>C(O)(=O)C>[Br:28][CH:10]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[C:12]=1[Cl:18])[C:9]([C:4]1[C:5]([Cl:8])=[N:6][CH:7]=[C:2]([Br:1])[CH:3]=1)=[O:19]

Participants

5

Reactant 3

HCID 24408BromineHCID 21919333Tetrahydrofurane dichloromethaneHCID 58179505HCID 58179505, compound

Product 1

HCID 58179852HCID 58179852, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a stirred solution of 1-(5-bromo-2-chloropyridin-3-yl)-2-(2,3-dichlorophenyl)ethanone (1.01 g, 2.66 mmol) in 1:1 methylene chloride/tetrahydrofuran (26 mL) was added bromine (136 μL, 2.66 mmol) and 3 mL acetic acid. The reaction mixture was stirred at room temperature overnight, at which point the orange color had dissipated. Concentration gave 2-bromo-1-(5-bromo-2-chloropyridin-3-yl)-2-(2,3-dichlorophenyl)ethanone as an orange oil (1.1 g, 95%), which was used in the next reaction without further purification.

Workup

  1. concentrationConcentration

Sources & evidence

ORD record
ord-32f62191811b42e29a6ec171a40d8778
Source dataset
uspto-grants-2011_01
Patent number
US07872031B2

Reaction notes

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