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

HRID 631999Notes

Reaction equation

HRID 631999 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-abb0d60a5d7047a485f8d8066952afef
Source dataset
uspto-grants-2016_04
Patent number
US09321727B2

Reaction notes

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