Hydrogen Peroxide → Monoperoxyphthalic acid

HRID 2202771Notes

Reaction equation

HRID 2202771 reaction equation
OO.[OH:3][O:4]S([O-])=O.[K+].C(OO)=O.NC(N)=O.[C:17]1(=[O:27])[O:22][C:20](=[O:21])[C:19]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:18]12>>[CH:24]1[CH:23]=[C:19]([C:20]([OH:22])=[O:21])[C:18]([C:17]([O:4][OH:3])=[O:27])=[CH:26][CH:25]=1

Participants

6

Reactant 5

HCID 784Hydrogen Peroxide2×HCID 1176UreaHCID 6811Phthalic AnhydrideHCID 66051Performic AcidHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 75329Monoperoxyphthalic acid

Procedure

Selective oxidation of the sulfide into sulfone in (e) may be performed under known reaction conditions, including using hydrogen peroxide (H2O2) in the presence of any metal oxide catalyst, or using oxone, peroxycarboxylic acid, etc. Preferably, hydrogen peroxide is adsorbed to urea and then reacted with phthalic anhydride to give mono-perphthalic acid that is then reacted in the presence of an acetonitrile solvent.

Workup

  1. customreaction conditions

Sources & evidence

ORD record
ord-35071dad5bb747e993491209a284de8b
Source dataset
uspto-grants-2016_06
Patent number
US09365561B2

Reaction notes

Loading…