N-Ethyl-3-nitro PABA → 3-Amino-4-(ethylamino)benzoic acid
Reaction equation
[CH2:1]([NH:3][C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[CH:6][C:5]=1[N+:13]([O-])=O)[CH3:2]>C1COCC1.O.[Ni]>[NH2:13][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:4]=1[NH:3][CH2:1][CH3:2])[C:8]([OH:10])=[O:9]Participants
4
Reagents, catalysts & solvents 2
Procedure
A solution of 1.56 g (7.4 mmol) of the title A compound 4-ethylamino-3-nitro-benzoic acid in 60 mL of THF/water (2:1) is hydrogenated at 20 psi over 300 mg of Raney nickel for 18 h. The catalyst is removed by filtration through Celite and the solvent is removed under reduced pressure to give 3-amino-4-ethylamino-benzoic acid as a dark solid. This material is used as such in the next step.
Workup
- customThe catalyst is removed by filtration through Celite
- customthe solvent is removed under reduced pressure
Sources & evidence
- ORD record
- ord-6d237297cbed410e884e3be43b602fb6
- Source dataset
- uspto-grants-2007_11
- Patent number
- US07291635B2
Reaction notes
Loading…