Potassium Carbonate → Ethyl 7-chloro-6-fluoro-4-hydroxy-8-nitro-3-quinolinecarboxylate

HRID 1608354Notes

Reaction equation

HRID 1608354 reaction equation
Cl[C:2]1[C:24]([N+:25]([O-:27])=[O:26])=[C:23]([Cl:28])[C:22]([F:29])=[CH:21][C:3]=1[C:4]([C:6](=[CH:12][NH:13]CCC(OCC)=O)[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Cl:28][C:23]1[C:24]([N+:25]([O-:27])=[O:26])=[C:2]2[C:3]([C:4]([OH:5])=[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH:12]=[N:13]2)=[CH:21][C:22]=1[F:29]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 178472018HCID 178472018, compound

Product 1

HCID 178469671Ethyl 7-chloro-6-fluoro-4-hydroxy-8-nitro-3-quinolinecarboxylate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

52 g of the product from Example 4 and 18.5 g of K2CO3 are heated at 140° C. for 4 hours in 160 ml of DMF. The mixture is subsequently poured onto ice and acidified, and the precipitated solid is isolated. It is dried and recrystallized from glycol methyl ether acetate. Yield: 35.8 g, melting point: 226°-8° C. (decomposes).

Workup

  1. additionThe mixture is subsequently poured onto ice
  2. customthe precipitated solid is isolated
  3. customIt is dried
  4. customrecrystallized from glycol methyl ether acetate

Sources & evidence

ORD record
ord-99651179dc094d97bd800861366c4e9b
Source dataset
uspto-grants-1989_09
Patent number
US04870182

Reaction notes

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