HCID 54109521, compound → HCID 21426444, compound

HRID 258699Notes

Reaction equation

HRID 258699 reaction equation
[S:1]([C:5]1[N:6]([CH2:10][C:11]([O:13]CC)=[O:12])[CH:7]=[CH:8][N:9]=1)([CH3:4])(=[O:3])=[O:2]>S(=O)(=O)(O)O>[S:1]([C:5]1[N:6]([CH2:10][C:11]([OH:13])=[O:12])[CH:7]=[CH:8][N:9]=1)([CH3:4])(=[O:3])=[O:2]

Participants

3

Reactant 1

HCID 54109521HCID 54109521, compound

Product 1

HCID 21426444HCID 21426444, compoundYield 67.5%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

Ethyl (2-mesyl-imidazol-1-yl)-acetate (21.4 g.) in 4N sulphuric acid (50 cc.) is heated under reflux for 11/2 hours. A product crystallises on cooling. Crystallisation is completed by keeping the mixture in a bath of ice and water for 5 hours. After filtration, crystals (13.7 g.) which melt at 216- 217° C. are obtained. Recrystallisation from water (110 cc.) gives (2-mesylimidazol-1-yl)-acetic acid (12.7 g.), melting at 218- 219° C.

Workup

  1. temperatureunder reflux for 11/2 hours
  2. customA product crystallises
  3. temperatureon cooling
  4. customCrystallisation
  5. customfor 5 hours
  6. filtrationAfter filtration, crystals (13.7 g.) which melt at 216- 217° C.
  7. customare obtained
  8. customRecrystallisation from water (110 cc.)

Sources & evidence

ORD record
ord-dd471dedac334bac865b3d6c0a239ae8
Source dataset
uspto-grants-1977_07
Patent number
US04034088

Reaction notes

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