Hydrogen Peroxide → HCID 58515933, compound

HRID 717831Notes

Reaction equation

HRID 717831 reaction equation
[Cl:1][C:2]1[N:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].FC(F)(F)C(O)=[O:16].OO>>[Cl:1][C:2]1[N+:11]([O-:16])=[CH:10][C:9]([Cl:12])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

Participants

4

Reactant 3

HCID 784Hydrogen PeroxideHCID 6422Trifluoroacetic acidHCID 2764318Methyl 2,5-Dichloronicotinate

Product 1

HCID 58515933HCID 58515933, compoundYield 99%

Conditions

Temperature
70 °C

Procedure

A solution of methyl 2,5-dichloronicotinate (15 g, 73 mmol), trifluoroacetic acid (91 mL) and 30% aqueous hydrogen peroxide solution (15 mL) were stirred and heated at 70° C. for 1 hour. Evaporation and purification by flash column chromatography using ethyl acetate in hexanes (0-100%) gave the desired product (16 g, 99%). LCMS calculated for C7H6Cl2NO3 (M+H)+: m/z=222.0. found: 221.8.

Workup

  1. customEvaporation and purification by flash column chromatography

Sources & evidence

ORD record
ord-eb3fe48cfd20478b97e96c017f9c91e4
Source dataset
uspto-grants-2015_11
Patent number
US09193721B2

Reaction notes

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