HCID 54137321, compound → HCID 20154345, compound

HRID 2413963Notes

Reaction equation

HRID 2413963 reaction equation
C([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2=[CH:17][C:18]([F:21])=[C:19]([Cl:20])[C:12]3=[C:13]2[N:8]([CH:9]([CH2:23][CH3:24])[CH2:10][C:11]3=[O:22])[CH:7]=1)=[O:5])C>Cl.C(O)(=O)C>[Cl:20][C:19]1[C:12]2=[C:13]3[N:8]([CH:9]([CH2:23][CH3:24])[CH2:10][C:11]2=[O:22])[CH:7]=[C:6]([C:4]([OH:5])=[O:3])[C:15](=[O:16])[C:14]3=[CH:17][C:18]=1[F:21]

Participants

4

Reactant 1

HCID 54137321HCID 54137321, compound

Product 1

HCID 20154345HCID 20154345, compoundYield 74.8%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 313Hydrochloric AcidSolvent

Procedure

24.62 g (0.07 mole) of 8-chloro-9-fluoro-5-ethyl-6,7-dihydro-1,7-dioxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid ethyl ester was suspended in a mixture of 50 ml of concentrated hydrochloric acid and 200 ml of acetic acid, and this suspension was stirred at 110°-120° C. for 3 hours to hydrolyze the starting material. The resulting reaction solution was allowed to cool to room temperature. The precipitate which separated out was collected by filtration and washed with water to obtain 16.95 g (74.8% yield) of 8-chloro-9-fluoro-5-ethyl-6,7-dihydro-1,7-dioxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid in the form of pale-yellow crystals.

Workup

  1. customThe resulting reaction solution
  2. customThe precipitate which separated out
  3. filtrationwas collected by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-d973b8bce67842a08bd2979e6816d4e9
Source dataset
uspto-grants-1988_01
Patent number
US04720495

Reaction notes

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