HCID 627786, compound → HCID 618016, compound
Reaction equation
Cl[C:2]1[C:11]2[C:6](=[C:7]([N+:14]([O-])=O)[CH:8]=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([C:17]([F:20])([F:19])[F:18])[CH:3]=1>[Pd].C(O)C>[NH2:14][C:7]1[CH:8]=[C:9]([O:12][CH3:13])[CH:10]=[C:11]2[C:6]=1[N:5]=[C:4]([C:17]([F:18])([F:19])[F:20])[CH:3]=[CH:2]2Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 3.1 g of (0.01 mole) of 4-chloro-6-methoxy-8-nitro-2-trifluoromethylquinoline, 75 ml of ethanol and 1 g of 5% Pd on CaCO3 was shaken on a Parr apparatus for 4.5 hr, at 50°-60°, under a hydrogen pressure of 70 psig. The yellow mixture was filtered and concentrated to dryness in vacuo. The residue was extracted with boiling ligroine (bp 90°-120° ) and the solvent was removed from the extract under reduced pressure. The residue was distilled to give 1.25 g (52%) of 8-amino-6-methoxy-2-trifluoromethylquinoline as a yellow oil, bp 127°-128° /1 mm.