Bromine → 6-(p-bromophenyl)-5-methyl-3(2H)-pyridazinone

HRID 372706Notes

Reaction equation

HRID 372706 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]([CH3:15])[CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1.BrBr>C(O)(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([CH3:15])=[CH:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 203265286-(p-bromophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone

Product 1

HCID 233336686-(p-bromophenyl)-5-methyl-3(2H)-pyridazinone

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A 2.67 g. portion of 6-(p-bromophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone (prepared as described in Example 38 of U.S. Pat. No. 3,824,271) is suspended in 20 ml. of acetic acid. A 1.91 g. (0.62 ml.) portion of bromine in 5 ml. of acetic acid is added dropwise, while the reaction mixture is heated on a steam bath. Heating is continued for an additional 30 minutes. The reaction mixture is poured into crushed ice. The resulting solid is recovered by filtration, washed with water and dried, yielding 6-(p-bromophenyl)-5-methyl-3(2H)-pyridazinone.

Workup

  1. temperatureis heated on a steam bath
  2. temperatureHeating
  3. additionThe reaction mixture is poured
  4. custominto crushed ice
  5. filtrationThe resulting solid is recovered by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-4a59ea2658314cef9afdbdd4505f8643
Source dataset
uspto-grants-1978_05
Patent number
US04092311

Reaction notes

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