Hydroxylamine → HCID 178513349, compound
Reaction equation
[C:1]([C:3]1[O:4][CH:5]=[CH:6][CH:7]=1)#[N:2].[NH2:8][OH:9]>CCO>[OH:9][NH:8][C:1]([C:3]1[O:4][CH:5]=[CH:6][CH:7]=1)=[NH:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
2-Cyanofuran (150 mg, 1.61 mmol) was dissolved in EtOH (1.61 mL) and treated dropwise with aq. hydroxylamine (50% w/w, 296 μL, 4.83 mmol) at room temperature. The mixture was warmed at 80° C. for 1.5 h. Upon completion, the solvent was removed to afford a colorless oil that was used without purification (203 mg, quant.): 1H NMR (CDCl3, 500 MHz) δ 9.34 (br s, 1H), 7.42 (d, 1H, J=1.1 Hz), 6.79 (d, 1H, J=3.3 Hz), 6.42 (dd, 1H, J=1.8, 3.4 Hz), 5.09 (br s, 2H).
Workup
- customUpon completion, the solvent was removed
- customto afford a colorless oil that
- customwas used without purification (203 mg, quant.)
Sources & evidence
- ORD record
- ord-44eb3ebb7069406c99df5bec424be8b9
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08987312B2
Reaction notes
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