Hydrochloric Acid → 7-oxo-8-phenyl-7H-thieno[2,3-a]quinolizine-10-carboxylic acid

HRID 477939Notes

Reaction equation

HRID 477939 reaction equation
[O:1]=[C:2]1[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:10][C:9]([C:18]([O:20]C)=[O:19])=[C:8]2[N:3]1[CH:4]=[CH:5][C:6]1[CH:24]=[CH:23][S:22][C:7]=12.[OH-].[K+].Cl>O.CO>[O:1]=[C:2]1[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:10][C:9]([C:18]([OH:20])=[O:19])=[C:8]2[N:3]1[CH:4]=[CH:5][C:6]1[CH:24]=[CH:23][S:22][C:7]=12

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 14666705methyl 7-oxo-8-phenyl-7H-thieno[2,3-a]quinolizine-10-carboxylate

Product 1

HCID 146667437-oxo-8-phenyl-7H-thieno[2,3-a]quinolizine-10-carboxylic acid

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

(aa) 1.34 g of methyl 7-oxo-8-phenyl-7H-thieno[2,3-a]quinolizine-10-carboxylate were heated under reflux and under argon with 0.45 g of potassium hydroxide in 25 ml of water/methanol. After the reaction was completed, the mixture was acidified with 2N hydrochloric acid and the yellow crystals were removed by filtration. After washing with water, the acid was dried in vacuo for several hours. There was obtained 7-oxo-8-phenyl-7H-thieno[2,3-a]quinolizine-10-carboxylic acid of m.p. 185°-186° (dec.).

Workup

  1. customthe yellow crystals were removed by filtration
  2. washAfter washing with water
  3. customthe acid was dried in vacuo for several hours

Sources & evidence

ORD record
ord-dd216b0cb3a3445e84bda82db421191e
Source dataset
uspto-grants-1989_12
Patent number
US04889848

Reaction notes

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