Methanol → HCID 178418812, compound

HRID 6769

Reaction equation

HRID 6769 reaction equation
[NH:1]1[CH:5]=[C:4]([CH2:6][C:7]([OH:9])=[O:8])[N:3]=[CH:2]1.[Na].[CH3:11]O>>[NH:1]1[CH:5]=[C:4]([CH2:6][C:7]([O:9][CH3:11])=[O:8])[N:3]=[CH:2]1

Participants

4

Reactant 3

HCID 887MethanolHCID 96215Imidazole-4-acetic acidHCID 5360545Sodium

Product 1

HCID 178418812HCID 178418812, compound

Procedure

A solution of 4-Imidazoleacetic acid, sodium salt, hydrate (compound ix, where R2 is H) (3.0 g, 18.1 mmol) in MeOH (50 ml) was cooled to about 0° C. and anhydrous HCl gas was bubbled into the mixture for about 15 minutes while maintaining reaction temperature below about 5° C. The reaction was stirred for about ½ hour at room temperature and then solvents were removed under reduced pressure to yield an oil which solidifies on standing. Mass spec 141.0 MH+, NMR (300 MHZ, DMSO-d6, 30° C.), 9.0–9.2 (1H, s), 7.4–7.6 (1H, s), 3.85–3.95 (2H, 3), 3.6–3.7 (3H, s).

Workup

  1. customanhydrous HCl gas was bubbled into the mixture for about 15 minutes
  2. temperaturewhile maintaining
  3. customreaction temperature below about 5° C
  4. customsolvents were removed under reduced pressure
  5. customto yield an oil which

Sources & evidence

ORD record
ord-b7c13e6ceb0545a3b81fd45a3a9d8ec7
Source dataset
uspto-grants-2006_08
Patent number
US07084135B1

Linked notes

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