Hydrochloric Acid → HCID 45263932, compound

HRID 1277955Notes

Reaction equation

HRID 1277955 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]2[CH:12]=[C:13]([C:15]([O:17]CC)=[O:16])[N:14]=[C:4]2[CH:3]=1.[OH-].[Na+].Cl>C(O)C>[ClH:1].[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]2[CH:12]=[C:13]([C:15]([OH:17])=[O:16])[N:14]=[C:4]2[CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12763962HCID 12763962, compound

Product 1

HCID 45263932HCID 45263932, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

820 mg of ethyl 5-chloroimidazo-[1,2-a]-quinoline-2-carboxylate were dissolved in 50 ml of ethanol and 6.6 ml of 0.5 N sodium hydroxide solution were added to the solution obtained. The resultant mixture was refluxed for 1 hour, then was cooled to room temperature and acidified to a pH of ~1 by addition of concentrated hydrochloric acid. The solvent was removed under vacuum and the residue was dissolved in methanol. The solution formed was filtered and the filtrate was reduced in volume under vacuum and then was cooled to obtain off-white crystals of 5-chloroimidazo-[1,2-a]-quinoline-2-carboxylic acid hydrochloride melting at 263°-265° C. (decomposition).

Workup

  1. customobtained
  2. customThe solvent was removed under vacuum
  3. dissolutionthe residue was dissolved in methanol
  4. customThe solution formed
  5. filtrationwas filtered
  6. temperaturewas cooled

Sources & evidence

ORD record
ord-7ea61fb106854c19a8506925ad73ed4f
Source dataset
uspto-grants-1981_07
Patent number
US04279912

Reaction notes

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