m-Chloroperbenzoic acid → HCID 20226928, compound

HRID 1731719Notes

Reaction equation

HRID 1731719 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[N:6][CH:7]=1.ClC1C=CC=C(C(OO)=[O:22])C=1>C(Cl)(Cl)Cl>[CH3:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:5]=[N+:6]([O-:22])[CH:7]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 11275260HCID 11275260, compound

Product 1

HCID 20226928HCID 20226928, compoundYield 73.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 5-methyl-3-phenylpyridazine (2.0 g) in 40 mL of CHCl3 is added m-chloroperbenzoic acid (2.9 g, 80% pure). The solution is permitted to stand at room temperature until the reaction is complete. The precipitate which forms during the reaction period is removed by filtration, and the filtrate diluted with ether. The ether solution is then washed sequentially with 10% aqueous sodium sulfite, saturated sodium bicarbonate, and saturated brine. The washed liquid is dried over MgSO4 and then concentrated in vacuo to give 1.6 g (73%) of a pale yellow crystalline solid having a melting point of 112°-114° C.

Workup

  1. customto stand at room temperature until the reaction
  2. customThe precipitate which forms during the reaction period
  3. customis removed by filtration
  4. additionthe filtrate diluted with ether
  5. washThe ether solution is then washed sequentially with 10% aqueous sodium sulfite, saturated sodium bicarbonate, and saturated brine
  6. dry with materialThe washed liquid is dried over MgSO4
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7525510354dc4899bdc70b75cc832633
Source dataset
uspto-grants-1986_11
Patent number
US04623376

Reaction notes

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