Bromine → (2E)-2-[2-(4-bromophenoxy)phenyl]-2-methoxyimino-N-methylacetamide

HRID 2081628Notes

Reaction equation

HRID 2081628 reaction equation
[CH3:1][NH:2][C:3](=[O:21])/[C:4](/[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[N:5]/[O:6][CH3:7].[Br:22]Br>C(Cl)(Cl)(Cl)Cl>[CH3:1][NH:2][C:3](=[O:21])/[C:4](/[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[O:14][C:15]1[CH:16]=[CH:17][C:18]([Br:22])=[CH:19][CH:20]=1)=[N:5]/[O:6][CH3:7]

Participants

4

Reactant 2

HCID 24408BromineHCID 5483872(2E)-2-methoxyimino-N-methyl-2-(2-phenoxyphenyl)acetamide

Product 1

HCID 19429892(2E)-2-[2-(4-bromophenoxy)phenyl]-2-methoxyimino-N-methylacetamide

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Procedure

A solution of (E)-N-methyl-2-(2-phenoxyphenyl)-2-methoxyiminoacetamide (500 mg) in carbon tetrachloride (3 ml) was cooled to 0° C., and bromine in carbon tetrachloride (1.27 mmol) was dropwise added thereto. The resulant mixture was stirred at the same temperature for 1 hour, washed with a saturated aqueous sodium hydrogencarbonate solution and extracted with dichloroethane. The solvent was dried and evaporated, and the residue was subjected to HPLC with a mixture of hexane and ethyl acetate to give 200 mg of the objective compound.

Workup

  1. washwashed with a saturated aqueous sodium hydrogencarbonate solution
  2. extractionextracted with dichloroethane
  3. customThe solvent was dried
  4. customevaporated
  5. additionthe residue was subjected to HPLC with a mixture of hexane and ethyl acetate

Sources & evidence

ORD record
ord-1d7932d0b72a437cba7d66dd46abec0d
Source dataset
uspto-grants-1993_02
Patent number
US05185342

Reaction notes

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