Methanol → HCID 53925914, compound

HRID 359135Notes

Reaction equation

HRID 359135 reaction equation
[CH3:1][C:2]1[CH:12]=[C:11]2[C:5]([C:6](=[O:13])[NH:7][S:8]2(=[O:10])=[O:9])=[N:4][CH:3]=1.S(=O)(=O)(O)O.[CH3:19][OH:20]>>[CH3:19][O:20][C:6]([C:5]1[C:11]([S:8]([NH2:7])(=[O:10])=[O:9])=[CH:12][C:2]([CH3:1])=[CH:3][N:4]=1)=[O:13]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 67934865HCID 67934865, compound

Product 1

HCID 53925914HCID 53925914, compound

Procedure

1 mol of 6-methyl-4-azasaccharine is suspended in 10 times the volume of methanol and heated at 100° C. with 1/10 molar equivalent of concentrated sulfuric acid in a bomb tube. After 18 hours the batch is concentrated by evaporation and the residue is washed with CHCl3 /NaHCO3 to give 3-(aminosulfonyl)-5-methylpyridine-2-carboxylic acid methyl ester in the form of a beige powder having a melting point of 86°-88° C.

Workup

  1. concentrationAfter 18 hours the batch is concentrated by evaporation
  2. washthe residue is washed with CHCl3 /NaHCO3

Sources & evidence

ORD record
ord-422a9c6861024d99a00855c4293a5c0d
Source dataset
uspto-grants-1991_03
Patent number
US04999426

Reaction notes

Loading…