Hydrogen Bromide → HCID 12449539, compound

HRID 372700Notes

Reaction equation

HRID 372700 reaction equation
[CH3:1][CH:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=2)=[N:6][NH:5][C:4](=[O:17])[CH2:3]1.BrBr.Br>C(O)(=O)C>[CH3:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=2)=[N:6][NH:5][C:4](=[O:17])[CH:3]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 24408BromineHCID 10998901HCID 10998901, compound

Product 1

HCID 12449539HCID 12449539, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A 24.9 g. portion of 4,5-dihydro-5-methyl-6-(m-nitrophenyl)-3(2H)-pyridazinone (prepared as described in Example 9 of U.S. Pat. No. 3,822,260) is dissolved in 200 ml. of warm stirred acetic acid. A 19.2 g. (6.2 ml.) portion of bromine, dissolved in 50 ml. of acetic acid is added dropwise over a 15 minute period. After an additional 20 minutes of warming to expel the HBr, the reaction mixture is poured into crushed ice. The resulting solid is recovered by filtration and washed with large amounts of water. The solid is dried yielding 5-methyl-6-(m-nitrophenyl)-3(2H)-pyridazinone as a cream colored solid.

Workup

  1. dissolution3,822,260) is dissolved in 200 ml
  2. temperatureof warm
  3. temperatureAfter an additional 20 minutes of warming
  4. additionthe reaction mixture is poured
  5. custominto crushed ice
  6. filtrationThe resulting solid is recovered by filtration
  7. washwashed with large amounts of water
  8. customThe solid is dried

Sources & evidence

ORD record
ord-27e20a2fd39e4e5d9404df6d037d48f0
Source dataset
uspto-grants-1978_05
Patent number
US04092311

Reaction notes

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