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Sodium Carbonate → 2-{[4-(Methanesulfinyl)phenoxy]methyl}-1-methyl-5-nitro-1H-imidazole

HRID 441826
Notes
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Reaction equation

HRID 441826 reaction equation
[CH3:1][N:2]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][N:4]=[C:3]1[CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([S:18][CH3:19])=[CH:14][CH:13]=1.ClC1C=CC=C(C(OO)=[O:28])C=1.C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)(Cl)Cl>[CH3:1][N:2]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][N:4]=[C:3]1[CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([S:18]([CH3:19])=[O:28])=[CH:14][CH:13]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 68792FexinidazoleHCID 70297m-Chloroperbenzoic acid

Product 1

HCID 214184072-{[4-(Methanesulfinyl)phenoxy]methyl}-1-methyl-5-nitro-1H-imidazole

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Conditions

Temperature
25 °C

Procedure

27.9 Grams (0.1 mol) of 1-methyl-2-(4-methylthiophenyloxymethyl)-5-nitro-imidazole are dissolved in 200 ml of chloroform, and the solution is added dropwise while stirring at 25° C. to a solution of 17.25 g (0.1 mol) of m-chloroperbenzoic acid in 70 ml of chloroform. The reaction mixture is stirred for 1 hour at 25° C., the solution is shaken with dilute sodium carbonate solution, the chloroform phase is separated, dried over sodium sulfate and evaporated. The residue is recrystallized from ethanol with the addition of charcoal.

Workup

  1. additionthe solution is added dropwise
  2. customthe chloroform phase is separated
  3. dry with materialdried over sodium sulfate
  4. customevaporated
  5. customThe residue is recrystallized from ethanol with the addition of charcoal

Sources & evidence

ORD record
ord-cedc1af5c2574af283fd26420efb3300
Source dataset
uspto-grants-1977_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04042705

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes