HCID 13577655, compound → HCID 70454914, compound

HRID 1589260Notes

Reaction equation

HRID 1589260 reaction equation
[F:1][C:2]1[CH:14]=[C:12]2[C:13]3[N:8]([CH:9]=[C:10]([C:16]([OH:18])=[O:17])[C:11]2=[O:15])[CH:7]([CH3:19])[CH2:6][CH2:5][C:4]=3[C:3]=1[O:20]C>Br.O>[OH2:15].[F:1][C:2]1[CH:14]=[C:12]2[C:13]3[N:8]([CH:9]=[C:10]([C:16]([OH:18])=[O:17])[C:11]2=[O:15])[CH:7]([CH3:19])[CH2:6][CH2:5][C:4]=3[C:3]=1[OH:20]

Participants

4

Reactant 1

HCID 13577655HCID 13577655, compound

Product 1

HCID 70454914HCID 70454914, compound

Reagents, catalysts & solvents 2

HCID 260Hydrogen BromideSolventHCID 962WaterSolvent

Procedure

A solution of 1.2 g of 6,7-dihydro-9-fluoro-8-methoxy-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid in 25 ml of 48% hydrobromic acid was heated at reflux for three hours, and was then cooled and diluted with about 100 ml of water. The product was separated by filtration and recrystallized from aqueous N,N-dimethylformamide to provide white solid 6,7-dihydro-9-fluoro-8-hydroxy-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid hydrate, m.p. 293°-294° C. Analysis: Calculated for C14H12FNO4.0.25H2O=%C,59.7;%H,4.5;%N,5.0; Found: %C,59.5;%H,4.2;%N,5.0.

Workup

  1. temperatureat reflux for three hours
  2. temperaturewas then cooled
  3. customThe product was separated by filtration
  4. customrecrystallized from aqueous N,N-dimethylformamide

Sources & evidence

ORD record
ord-a1d43b9e957b476c949a608f1f7334e6
Source dataset
uspto-grants-1986_02
Patent number
US04568750

Reaction notes

Loading…