Hydrochloric Acid → Ethanol hydrochloride

HRID 2070122Notes

Reaction equation

HRID 2070122 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-07bf1c12c6c1423da8740b2bdc360a4b
Source dataset
uspto-grants-2012_10
Patent number
US08299255B2

Reaction notes

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