Hydrogen Peroxide → 2-((6-Methoxy-5-nitropyridin-3-yl)methylsulfinyl)acetic acid

HRID 72650Notes

Reaction equation

HRID 72650 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([CH2:9][S:10][CH2:11][C:12]([OH:14])=[O:13])=[CH:5][C:4]=1[N+:15]([O-:17])=[O:16].[OH:18]O>C(O)(=O)C>[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([CH2:9][S:10]([CH2:11][C:12]([OH:14])=[O:13])=[O:18])=[CH:5][C:4]=1[N+:15]([O-:17])=[O:16]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 67994684HCID 67994684, compound

Product 1

HCID 679959812-((6-Methoxy-5-nitropyridin-3-yl)methylsulfinyl)acetic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Treatment of 2-((6-methoxy-5-nitropyridin-3-yl)methylthio)acetic acid (1.0 mmol, 0.26 g) in acetic acid (30 mL) with hydrogen peroxide 35% (1.0 mmol, 0.05 mL) and the mixture was stirred at room temperature for 1.5 hr followed by 60° C. for 30 minutes. The mixture was evaporated in vacuo to yield the title compound. 1H-NMR (D2O) δ: 1.97 (s, 2H, CH2), 4.23 (d, 1H, J=14.0 Hz, CH), 4.44 (d, 1H, J=14.0 Hz, CH), 4.14 (s, 3H, OCH3), 8.43 (s, 1H, Py-H), 8.52 (s, 1H, Py-H); HR-MS (ESL) m/z: 273.0146 [M−H]−, C9H10N2O6S requires 274.0260.

Workup

  1. customThe mixture was evaporated in vacuo

Sources & evidence

ORD record
ord-f37f238d192245a1b4d6bd0732034bff
Source dataset
uspto-grants-2014_09
Patent number
US08829003B2

Reaction notes

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