m-Chloroperbenzoic acid → HCID 70477038, compound

HRID 615321Notes

Reaction equation

HRID 615321 reaction equation
[CH3:1][C:2]1[NH:6][C:5]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[C:13](=[O:15])[CH3:14].ClC1C=CC=C(C(OO)=[O:24])C=1>ClCCl.C(Cl)(Cl)Cl>[N+:9]1([O-:24])[CH:10]=[CH:11][CH:12]=[CH:7][CH:8]=1.[CH3:1][C:2]1[NH:6][C:5]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[C:13](=[O:15])[CH3:14]

Participants

5

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 13387922HCID 13387922, compound

Product 1

HCID 70477038HCID 70477038, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Procedure

A 5.0 g (0.025 mole) amount of 1-[5-methyl-2-(3-pyridinyl)-1H-imidazol-4-yl]ethanone was dissolved in 500 ml of dichloromethane and 250 ml of chloroform. Then 5.0 g (0.025 mole) of m-chloroperbenzoic acid (86-90%) was added. The solution was stirred at room temperature and after one hour a precipitate began to form. Stirring was continued for 23 hours. The precipitate was collected by filtration, washed with 50 ml of dichloromethane and air dried. The precipitate was recrystallized from ethanol and gave 1.3 g of the desired product as a white solid, mp 288°-292° C. (dec.).

Workup

  1. customto form
  2. stirringStirring
  3. waitwas continued for 23 hours
  4. filtrationThe precipitate was collected by filtration
  5. washwashed with 50 ml of dichloromethane and air
  6. customdried
  7. customThe precipitate was recrystallized from ethanol

Sources & evidence

ORD record
ord-9139396ce28840a1a5df76dcb7aa3e56
Source dataset
uspto-grants-1985_02
Patent number
US04499097

Reaction notes

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