Water → 5-(Furan-2-yl)isoxazol-3-amine
Reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:10][N:9]=[C:8](C(O)=O)[CH:7]=1.C1C=CC(P([N:28]=[N+]=[N-])(C2C=CC=CC=2)=O)=CC=1.O>C1C=CC=CC=1>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:10][N:9]=[C:8]([NH2:28])[CH:7]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 2.0 g of 5-furan-2-yl-isoxazole-3-carboxylic acid and 6.2 mL of TEA in benzene was added 3.61 mL of DPPA at room temperature. After refluxing for 1.5 hrs, 30 mL of distilled water was added and then the resulting solution was refluxed for an additional 30 min. The reaction solution was concentrated under reduced pressure, and the concentrate was purified by column chromatography on silica gel to obtain 0.6 g of 5-furan-2-yl-isoxazol-3-ylamine (Yield: 40%).
Workup
- temperatureAfter refluxing for 1.5 hrs
- temperaturethe resulting solution was refluxed for an additional 30 min
- concentrationThe reaction solution was concentrated under reduced pressure
- customthe concentrate was purified by column chromatography on silica gel
Sources & evidence
- ORD record
- ord-4ebb5004b63c4d4eaca013a6f286976e
- Source dataset
- uspto-grants-2011_03
- Patent number
- US07915297B2
Reaction notes
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