4-Aminophenol → HCID 23677017, compound
Reaction equation
[CH:1]1[C:6]([NH2:7])=[CH:5][CH:4]=[C:3]([OH:8])[CH:2]=1.[OH-].[K+:10]>CS(C)=O>[NH2:7][C:6]1[CH:1]=[CH:2][C:3]([O-:8])=[CH:4][CH:5]=1.[K+:10]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
6.6 g (0.06 mol) of p-aminophenol in 4.0 g (0.06 mol) potassium hydroxide (purity 85%) and 80 ml of dimethylsulfoxide was heated under stirring. The water generated was distilled off under reduced pressure to obtain the potassium p-aminophenolate. To the solution, which was allowed to be cooled to room temperature, was added a solution of 10.9 g (0.06 mol) of 6-fluoro-2-chloroquinoxaline dissolved in 60 ml of dioxane. The mixture was reacted at 50°-60° C. for 3 hours. After the reaction was over, the reaction solution was poured onto ice and the separated solid was filtered off, and washed with 5% aqueous solution of sodium hydroxide and then washed with water. The substance thus obtained was recrystallized from ethanol to yield 8.2 g (yield 54%) of the intended compound (Compound No. 4) having a melting point of 174°-175.5° C. as light-yellow crystals.
Workup
- distillationThe water generated was distilled off under reduced pressure
Sources & evidence
- ORD record
- ord-8e87a6baf3914dafa3fd0dd21a6d8836
- Source dataset
- uspto-grants-1983_03
- Patent number
- US04376202
Reaction notes
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