2-Phenylaminomethylene-malonic acid diethyl ester → HCID 178469510, compound
Reaction equation
C(O[C:4](=[O:19])[C:5](=[CH:11][NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])C>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>[OH:19][C:4]1[C:14]2[C:13](=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:12]=[CH:11][C:5]=1[C:6]([O:8][CH2:9][CH3:10])=[O:7]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
The 2-phenylaminomethylene-malonic acid diethyl ester was refluxed in Dowtherm® for 15 min to 2 h. The reaction mixture was cooled to 80° C. and solid was collected by filtration and washed with hexane to yield crude ethyl 4-hydroxy-quinoline-3-carboxylate 2a which was used in next step without further purification.
Workup
- filtrationsolid was collected by filtration
- washwashed with hexane
Sources & evidence
- ORD record
- ord-e8a896e1a96e47dbba45ae0d801fe82a
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08343957B2
Reaction notes
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