HCID 19876796, compound → 1,2-Ethanediamine, N-2-quinolinyl-
Reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[NH:11][CH2:12][CH2:13][NH:14]C(=O)C>Cl>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[NH:11][CH2:12][CH2:13][NH2:14]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of N-[2-[(quinolin-2-yl)amino]ethyl]acetamide (6.8 g, 0.030 mol) in 2N HCl (45 ml, 0.090 ml) was heated under reflux for 20 hours. The solution was cooled and extracted with EtOAc. The aqueous phase was made basic (pH9) with solid KOH, saturated with NaCl, and extracted with EtOAc. The combined extracts were dried (MgSO4) and concentrated to give 3.89 g (68%) of an off-white solid m.p. 124°-125° C.
Workup
- temperatureunder reflux for 20 hours
- temperatureThe solution was cooled
- extractionextracted with EtOAc
- extractionsaturated with NaCl, and extracted with EtOAc
- dry with materialThe combined extracts were dried (MgSO4)
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-8d4e3c17bbda42e5a06a8db5eacf995f
- Source dataset
- uspto-grants-1992_09
- Patent number
- US05149700
Reaction notes
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