Hydrogen Peroxide → HCID 13646636, compound

HRID 1065768Notes

Reaction equation

HRID 1065768 reaction equation
[CH3:1][S:2][C:3]1[NH:4][CH:5]=[C:6]([CH2:11][CH2:12][CH2:13][CH3:14])[C:7]=1[N+:8]([O-:10])=[O:9].[OH:15]O>>[CH3:1][S:2]([C:3]1[NH:4][CH:5]=[C:6]([CH2:11][CH2:12][CH2:13][CH3:14])[C:7]=1[N+:8]([O-:10])=[O:9])=[O:15]

Participants

3

Reactant 2

HCID 784Hydrogen PeroxideHCID 23325026HCID 23325026, compound

Product 1

HCID 13646636HCID 13646636, compoundYield 40.2%

Procedure

2-Methylthio-3-nitro-4-n-butylpyrrole (3.7 g) was suspended in glacial acid (50 ml) and 30% hydrogen peroxide (1.62 g) was added. The mixture was heated to 80° for 7 hours, and it was then evaporated to a brown oil. The crude product was purified by column chromatography using silica gel, eluted with benzene and chloroform, to give an oil which crystallized on standing. This was recrystallised from 2-propanol to give 2-methylsulphinyl-3-nitro-4-n-butylpyrrole (1.6 g), m.p. 133°-4°.

Workup

  1. additionwas added
  2. temperatureThe mixture was heated to 80° for 7 hours
  3. customit was then evaporated to a brown oil
  4. customThe crude product was purified by column chromatography
  5. washeluted with benzene and chloroform
  6. customto give an oil which
  7. customcrystallized
  8. customThis was recrystallised from 2-propanol

Sources & evidence

ORD record
ord-450964d9e96249cd92df90fbe8a35024
Source dataset
uspto-grants-1982_05
Patent number
US04331668

Reaction notes

Loading…