2-Fluoroaniline → HCID 13588483, compound
Reaction equation
C(O[C:4]([C:6]1[NH:10][CH:9]=[N:8][C:7]=1[CH3:11])=[O:5])C.C(=O)([O-])[O-].[K+].[K+].[F:18][C:19]1[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=1[NH2:21]>>[F:18][C:19]1[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=1[NH:21][C:4]([C:6]1[N:10]=[CH:9][NH:8][C:7]=1[CH3:11])=[O:5]Participants
4
Procedure
To ethyl-4-methyl-5-imidazolecarboxylate (5 g, 32.4 mmol) was added 20 mL of 2-fluoroaniline and potassium carbonate (8.9 g, 64.8 mmol). The reaction mixture was heated to reflux for 18 h then cooled to room temperature and concentrated in vacuo. Water and hexane were added and the precipitate filtered to give the crude product.
Workup
- temperatureThe reaction mixture was heated
- temperatureto reflux for 18 h
- concentrationconcentrated in vacuo
- additionWater and hexane were added
- filtrationthe precipitate filtered
Sources & evidence
- ORD record
- ord-4df7cdd8d1bf410486a4c8ede1513b61
- Source dataset
- uspto-grants-2001_05
- Patent number
- US06235740B1
Reaction notes
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