Hydrogen Peroxide → 2-Methylsulphinyl-3-nitropyrrole

HRID 1732608Notes

Reaction equation

HRID 1732608 reaction equation
[CH3:1][S:2][C:3]1[NH:4][CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[OH:11]O>C(O)(=O)C>[CH3:1][S:2]([C:3]1[NH:4][CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9])=[O:11]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 1516651H-Pyrrole, 2-(methylthio)-3-nitro-

Product 1

HCID 130595162-Methylsulphinyl-3-nitropyrrole

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 2-methylthio-3-nitropyrrole (2.5g, 0.016 mol) in glacial acetic acid (70 ml) and hydrogen peroxide (2 ml, 0.017 mol, 100 vol) was heated at 60° for 41/2 hours. The solvent was removed in vacuo (after first checking that no peroxide remained), and the residue was recrystallised from propan-2-ol to give 2-methylsulphinyl-3-nitropyrrole (2.3g, 85% m.p. 162-164°.

Workup

  1. customThe solvent was removed in vacuo (after first checking that no peroxide
  2. customwas recrystallised from propan-2-ol

Sources & evidence

ORD record
ord-e0e883877dfb4d0fb084af7ff1e627a9
Source dataset
uspto-grants-1980_12
Patent number
US04238494

Reaction notes

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