HCID 86590466, compound → HCID 22051332, compound

HRID 1062324Notes

Reaction equation

HRID 1062324 reaction equation
C[O:2][C:3]([C:5]1[N:6]=[C:7]([NH:10][S:11]([CH3:14])(=[O:13])=[O:12])[S:8][CH:9]=1)=[O:4]>[OH-].[Na+]>[CH3:14][S:11]([NH:10][C:7]1[S:8][CH:9]=[C:5]([C:3]([OH:4])=[O:2])[N:6]=1)(=[O:12])=[O:13]

Participants

3

Reactant 1

HCID 86590466HCID 86590466, compound

Product 1

HCID 22051332HCID 22051332, compoundYield 75.7%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 2-methanesulfonylamino-thiazole-4-carboxylic acid methyl ester (5.5 g, 22 mmol) in 1M NaOH(50 mL) was stirred at rt for 1 h. The reaction mixture was extracted with ethyl acetate, concentrated and chromatographed on silica gel (ethyl acetate/ethanol, 97:3) to provide 2-methanesulfonylamino-thiazole-4-carboxylic acid (3.7 g) as a solid. MS (ESI−) for C5H6N2O4S2 m/z 220.9 (M−H)−.

Workup

  1. extractionThe reaction mixture was extracted with ethyl acetate
  2. concentrationconcentrated
  3. customchromatographed on silica gel (ethyl acetate/ethanol, 97:3)

Sources & evidence

ORD record
ord-a172295d17f84b30832c620ab484e83b
Source dataset
uspto-grants-2005_11
Patent number
US06960664B2

Reaction notes

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