HCID 24880010, compound → HCID 178524285, compound

HRID 1023842Notes

Reaction equation

HRID 1023842 reaction equation
[NH:1]1[C:5]([C:6]2[CH:16]=[CH:15][CH:14]=[CH:13][C:7]=2[C:8]([O:10]CC)=[O:9])=[CH:4][N:3]=[CH:2]1>CO.Cl>[NH:3]1[CH:4]=[C:5]([C:6]2[CH:16]=[CH:15][CH:14]=[CH:13][C:7]=2[C:8]([OH:10])=[O:9])[N:1]=[CH:2]1

Participants

4

Reactant 1

HCID 24880010HCID 24880010, compound

Product 1

HCID 178524285HCID 178524285, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

To a stirred solution of ethyl 2-(1H-imidazol-5-yl)benzoate (0.25 mmol) in MeOH, 2 mL of HCl solution (2 mL, 1.0M in MeOH) was added. The solution was allowed to stir at 80° C. for 24 h and then the solution was evaporated and purified by column chromatography to give the pure desired product in 86% yield. 1H NMR: 7.31-7.44 (m, 2H), 7.50 (t, 1H, J=7.2 Hz), 7.59 (d, 1H, J=7.6 Hz), 7.85 (d, 1H, J=7.2 Hz), 8.04 (br s, 1H)

Workup

  1. customthe solution was evaporated
  2. custompurified by column chromatography

Sources & evidence

ORD record
ord-2c4f92941019429c98692fb4786d4151
Source dataset
uspto-grants-2014_05
Patent number
US08722720B2

Reaction notes

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