Hydrochloric Acid → 5-Methyl-6-sulfo-pyridine-2-carboxylic acid methyl ester

HRID 927385Notes

Reaction equation

HRID 927385 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:12]([OH:14])=[O:13])=[N:6][C:7]=1[S:8]([OH:11])(=[O:10])=[O:9].Cl.[CH3:16]O>O1CCOCC1>[CH3:16][O:13][C:12]([C:5]1[CH:4]=[CH:3][C:2]([CH3:1])=[C:7]([S:8]([OH:11])(=[O:9])=[O:10])[N:6]=1)=[O:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 866747445-Methyl-6-sulfo-pyridine-2-carboxylic acid

Product 1

HCID 866747455-Methyl-6-sulfo-pyridine-2-carboxylic acid methyl ester

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a mixture of 5-methyl-6-sulfo-pyridine-2-carboxylic acid (0.8 g, 3.69 mmol) in methanol (20 mL) was added 4 N hydrogen chloride in dioxane (8 mL). The mixture was stirred overnight at room temperature. Undissolved solid was filtered off, and the filtrate was concentrated to give the product as yellow solid 0.5 g; MS (EI): m/e=232.0 [M+H]+.

Workup

  1. filtrationwas filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-cd1771dfcdf04cd49d0935621885f1a7
Source dataset
uspto-grants-2016_03
Patent number
US09290451B2

Reaction notes

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