4-Nitroperoxybenzoic acid → 2-(3-Nitrothienyl) methyl sulfoxide

HRID 1905948Notes

Reaction equation

HRID 1905948 reaction equation
[N+](C1C=CC(C(OO)=O)=CC=1)([O-])=[O:2].[CH3:14][S:15][C:16]1[S:17][CH:18]=[CH:19][C:20]=1[N+:21]([O-:23])=[O:22].C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl.O>[CH3:14][S:15]([C:16]1[S:17][CH:18]=[CH:19][C:20]=1[N+:21]([O-:23])=[O:22])=[O:2]

Participants

6

Reactant 3

HCID 703424-Nitroperoxybenzoic acidHCID 516892Sodium BicarbonateHCID 20213671HCID 20213671, compound

Product 1

HCID 202136952-(3-Nitrothienyl) methyl sulfoxide

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Conditions

Temperature
5 °C

Procedure

There was added 0.95 g of p-nitroperbenzoic acid to a solution of 0.88 g of 2-methylthio-3-nitrothiophene in 15 ml of chloroform at a temperature from 0° to 10° C. After stirring for 2 hours at 5° C., a solution of 2 g of sodium bicarbonate in approximately 50 ml of water was added; the reaction mixture was then stirred for 15 minutes. The chloroform layer was separated, washed with water, and filtered. After distilling the solvent, the desired product was obtained in a yield of 0.95 g; melting-point 155° C.

Workup

  1. stirringthe reaction mixture was then stirred for 15 minutes
  2. customThe chloroform layer was separated
  3. washwashed with water
  4. filtrationfiltered
  5. distillationAfter distilling the solvent

Sources & evidence

ORD record
ord-a05a9b2614b14aedb1ad58dd732cdf79
Source dataset
uspto-grants-1987_03
Patent number
US04649154

Reaction notes

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