2-Nitro-5-(3-oxo-morpholin-4-yl)-benzonitrile → 2-Amino-5-(3-oxo-morpholin-4-YL)-benzonitrile
Reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][C:9]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][C:13]2=[O:18])=[CH:8][C:5]=1[C:6]#[N:7])([O-])=O>C1COCC1.[Pd]>[NH2:1][C:4]1[CH:11]=[CH:10][C:9]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][C:13]2=[O:18])=[CH:8][C:5]=1[C:6]#[N:7]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 2-nitro-5-(3-oxo-morpholin-4-yl)-benzonitrile (1.1 g) in THF (80 ml) was hydrogenated at 1 atm in the presence of Pd/C 10% (350 mg) at room temperature. The reaction mixture was filtered through decalite and precipitated (AcOEt/heptane) to yield 2-amino-5-(3-oxo-morpholin-4-yl)-benzonitrile as a white solid (580 mg). MS: 218.4 ([M+H]+).
Workup
- filtrationThe reaction mixture was filtered through decalite
- customprecipitated (AcOEt/heptane)
Sources & evidence
- ORD record
- ord-435057e56a614cf9996b8dedd617d7d3
- Source dataset
- uspto-grants-2010_03
- Patent number
- US07678917B2
Reaction notes
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