Sodium Hydroxide → HCID 12763969, compound

HRID 1277962Notes

Reaction equation

HRID 1277962 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[N:5]2[CH:14]=[C:15]([C:17]([O:19]CC)=[O:18])[N:16]=[C:4]2[CH:3]=1.[OH-].[Na+]>CO>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[N:5]2[CH:14]=[C:15]([C:17]([OH:19])=[O:18])[N:16]=[C:4]2[CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12763970HCID 12763970, compound

Product 1

HCID 12763969HCID 12763969, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

800 mg of ethyl 5-chloro-8-methoxyimidazo-[1,2-a]-quinoline-2-carboxylate were mixed with 10 ml of methanol and 20 ml of 1 N sodium hydroxide solution. The mixture obtained was refluxed for 1 hour and the solid sodium salt which separated out was filtered off and then was dissolved in 20 ml of water. The solution was acidified with concentrated hydrochloric acid to obtain a white precipitate of 5-chloro-8-methoxyimidazo-[1,2-a]-quinoline-2-carboxylic acid. The precipitate was filtered off and was suspended in 10 ml of methanol and the suspension was acidified with HCl/methanol to obtain a clear solution to which diethyl ether was subsequently added to give 5-chloro-8-methoxyimidazo-[1,2-a]-quinoline-2-carboxylic acid hydrochloride melting at 284°-286° C.

Workup

  1. customThe mixture obtained
  2. temperaturewas refluxed for 1 hour
  3. customthe solid sodium salt which separated out
  4. filtrationwas filtered off
  5. dissolutionwas dissolved in 20 ml of water

Sources & evidence

ORD record
ord-3553a0517f2e457bb95f217dc8eab88e
Source dataset
uspto-grants-1981_07
Patent number
US04279912

Reaction notes

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