Bromine → HCID 23128171, compound

HRID 358713Notes

Reaction equation

HRID 358713 reaction equation
[Br:1]Br.[C:3]([C:6]1[CH:15]=[C:14]([O:16][CH3:17])[C:13]([O:18][CH3:19])=[CH:12][C:7]=1[N:8]([CH3:11])[CH:9]=[O:10])(=[O:5])[CH3:4]>C(O)(=O)C.ClCCl>[Br:1][CH2:4][C:3]([C:6]1[CH:15]=[C:14]([O:16][CH3:17])[C:13]([O:18][CH3:19])=[CH:12][C:7]=1[N:8]([CH3:11])[CH:9]=[O:10])=[O:5]

Participants

5

Reactant 2

HCID 24408BromineHCID 23128146HCID 23128146, compound

Product 1

HCID 23128171HCID 23128171, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6344DichloromethaneSolvent

Procedure

Bromine (1.57 ml) was added dropwise over a period of 5 minutes to a stirred solution of 2'-acetyl-4',5'-dimethoxy-N-methylformanilide (7.13 g) in glacial acetic acid (35 ml) at ambient temperature. The mixture was stirred for 45 minutes and then diluted with dichloromethane (350 ml) before washing with saturated aqueous sodium sulphite (175 ml) then aqueous sodium bicarbonate (1M, 350 ml). The mixture was dried over magnesium sulphate and the solvent was removed by evaporation to give crude 2'-(2-bromoacetyl)-4',5'-dimethoxy-N-methylformanilide.

Workup

  1. washbefore washing with saturated aqueous sodium sulphite (175 ml)
  2. dry with materialThe mixture was dried over magnesium sulphate
  3. customthe solvent was removed by evaporation

Sources & evidence

ORD record
ord-4784c0b2c2774a249403511677a97df2
Source dataset
uspto-grants-1991_03
Patent number
US04997840

Reaction notes

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