Hydrochloric Acid → Ethanol hydrochloride

HRID 1887720Notes

Reaction equation

HRID 1887720 reaction equation
[ClH:1].[Br:2][C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([N+:13]([O-:15])=[O:14])[CH:12]=1)[NH:9][C:8](=[O:16])[CH:7]([NH:17]C(=O)C)[CH2:6]2>C(O)C>[ClH:1].[CH2:8]([OH:16])[CH3:7].[ClH:1].[NH2:17][CH:7]1[CH2:6][C:5]2[C:10](=[C:11]([N+:13]([O-:15])=[O:14])[CH:12]=[C:3]([Br:2])[CH:4]=2)[NH:9][C:8]1=[O:16]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 59620398HCID 59620398, compound

Product 2

HCID 21887872Ethanol hydrochlorideHCID 684113113-amino-6-bromo-8-nitro-3,4-dihydroquinolin-2(1H)-one hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Aqueous hydrochloric acid-ethanol solution was prepared (from commercial aqueous concentrated hydrochloric acid (3 L) and ethanol (6 L)), and N-(6-bromo-8-nitro-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)acetamide (known compound: Chem. Abst., 4150 (1947)) (604 g) was added to the solution, followed by heating for 14 hours under stirring and reflux. The reaction mixture was cooled on an ice bath, and the precipitates were recovered through filtration. The thus-obtained solid was washed with ethanol and dried, whereby the title compound (571 g) was yielded as a powdery compound.

Workup

  1. additionwas added to the solution
  2. temperatureby heating for 14 hours
  3. temperaturereflux
  4. temperatureThe reaction mixture was cooled on an ice bath
  5. filtrationthe precipitates were recovered through filtration
  6. washThe thus-obtained solid was washed with ethanol
  7. customdried

Sources & evidence

ORD record
ord-4ecb72a5c49a487caa5283987fb51d63
Source dataset
uspto-grants-2013_08
Patent number
US08501772B2

Reaction notes

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