Bromine → HCID 14499504, compound

HRID 2165791Notes

Reaction equation

HRID 2165791 reaction equation
[Br:1]Br.[CH3:3][C:4]1[CH:5]=[C:6]([N:10]2[C:15](=[O:16])[C:14]([O:17][CH3:18])=[C:13]([O:19][CH3:20])[CH:12]=[N:11]2)[CH:7]=[CH:8][CH:9]=1.C([O-])(=O)C.[Na+]>ClCCl.O>[Br:1][CH2:3][C:4]1[CH:5]=[C:6]([N:10]2[C:15](=[O:16])[C:14]([O:17][CH3:18])=[C:13]([O:19][CH3:20])[CH:12]=[N:11]2)[CH:7]=[CH:8][CH:9]=1

Participants

6

Reactant 3

HCID 24408BromineHCID 517045Sodium AcetateHCID 14499503HCID 14499503, compound

Product 1

HCID 14499504HCID 14499504, compoundYield 89.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent2×

Procedure

While stirring vigorously and exposing to light from a 300 watt incandescent lamp, a solution of 80.0 g of bromine in 400 ml of dichloromethane is dripped into a solution of 105 g of 1-(3'-methylphenyl)-4,5-dimethoxypyridazin-6-one and 51.6 g of sodium acetate in 1.5 liters of dichloromethane and 500 ml of water. The dichloromethane is then separated off and the remainder is washed with a sodium carbonate solution and concentrated. There is obtained 124 g of 1-(3'-bromomethylphenyl)-4,5-dimethoxypyridazin-6-one of m.p. 67°-69° C. and a purity of 90%.

Workup

  1. customThe dichloromethane is then separated off
  2. washthe remainder is washed with a sodium carbonate solution
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-36bbaf7c23f1471fb119b91420fda155
Source dataset
uspto-grants-1990_07
Patent number
US04941911

Reaction notes

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