Hydrochloric Acid → 5-Methoxybenzo[d]isoxazol-3-amine
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([O:11][N:12]=C(C)C)=[C:7]([CH:10]=1)[C:8]#[N:9].Cl.C(=O)([O-])[O-].[Na+].[Na+]>CO>[NH2:9][C:8]1[C:7]2[CH:10]=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][C:6]=2[O:11][N:12]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
In 125 ml of dry methanol was dissolved 5-methoxy-2-[[(1-methylethylidene)amino]oxy]benzonitrile (10 g), followed by 125 ml of ethereal hydrochloric acid. The reaction was stirred under nitrogen overnight. The reaction was neutralized with saturated sodium carbonate solution and extracted with EtOAc. The organic layer was dried and concentrated in vacuo. Recrystallization of the residue from dichloromethane/petroleum ether afforded the expected product (6.8 g).
Workup
- extractionextracted with EtOAc
- customThe organic layer was dried
- concentrationconcentrated in vacuo
- customRecrystallization of the residue from dichloromethane/petroleum ether
Sources & evidence
- ORD record
- ord-86989c89045b424fb177408ffdf4ba3d
- Source dataset
- uspto-grants-1998_05
- Patent number
- US05756754
Reaction notes
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