Ethyl 7-chloro-6-fluoro-4-hydroxy-8-nitro-3-quinolinecarboxylate → HCID 178469663, compound
Reaction equation
[Cl:1][C:2]1[C:11]([N+:12]([O-])=O)=[C:10]2[C:5]([C:6]([OH:20])=[C:7]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:8]=[N:9]2)=[CH:4][C:3]=1[F:21]>C(O)(=O)C.[Fe]>[NH2:12][C:11]1[C:2]([Cl:1])=[C:3]([F:21])[CH:4]=[C:5]2[C:10]=1[N:9]=[CH:8][C:7]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:6]2[OH:20]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 110 °C
Procedure
9.4 g of the product from Example 5 and 19.2 g of iron turnings are warmed at 80° C. for 1 hour in 190 ml of acetic acid. The mixture is then heated briefly to 110° C. and filtered while hot. Ice-water is then added to the filtrate, and the precipitated solid is isolated. After drying at 110° C., the product is recrystallized from glycol monomethyl ether. Yield: 7.8 g, melting point: 268°-70° C.
Workup
- filtrationfiltered while hot
- additionIce-water is then added to the filtrate
- customthe precipitated solid is isolated
- customAfter drying at 110° C.
- customthe product is recrystallized from glycol monomethyl ether
Sources & evidence
- ORD record
- ord-e5a72ca3fce94747961b598e7fcc78a7
- Source dataset
- uspto-grants-1989_09
- Patent number
- US04870182
Reaction notes
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