Hydrochloric Acid → HCID 12763973, compound

HRID 1277965Notes

Reaction equation

HRID 1277965 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9]3[N:10]2[CH:13]=[C:14]([C:16]([O:18]CC)=[O:17])[N:15]=3)=[CH:5][CH:4]=1.[OH-].[Na+].Cl>C(O)C>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9]3[N:10]2[CH:13]=[C:14]([C:16]([OH:18])=[O:17])[N:15]=3)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12763974HCID 12763974, compound

Product 1

HCID 12763973HCID 12763973, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.35 g of ethyl 8-methoxyimidazo-[1,2-a]-quinoline-2-carboxylate were dissolved in 60 ml of ethanol and 2.5 ml of 2 N sodium hydroxide were added thereto. The mixture was refluxed for 1 hour whereupon a colorless gel was produced and after 3 ml of 2 N hydrochloric acid were added, and the mixture was refluxed for another 60 minutes and then was allowed to cool to room temperature. The cream precipitate thus formed was filtered off and was recrystallized from glacial acetic acid and then was washed with methanol to obtain off-white crystals of 8-methoxyimidazo-[1,2-a]-quinoline-2-carboxylic acid melting at 272°-273° C.

Workup

  1. temperatureThe mixture was refluxed for 1 hour whereupon a colorless gel
  2. customwas produced
  3. temperaturethe mixture was refluxed for another 60 minutes
  4. customThe cream precipitate thus formed
  5. filtrationwas filtered off
  6. customwas recrystallized from glacial acetic acid
  7. washwas washed with methanol

Sources & evidence

ORD record
ord-6d3ef4f6ece64233b814eaf85da40dca
Source dataset
uspto-grants-1981_07
Patent number
US04279912

Reaction notes

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