Hydrogen Bromide → HCID 13471535, compound

HRID 2225349Notes

Reaction equation

HRID 2225349 reaction equation
[ClH:1].[NH2:2][CH:3]([CH2:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:18]C)[CH:16]=2)[NH:11][C:10](=[O:20])[CH:9]=1)[C:4]([OH:6])=[O:5].Br>>[ClH:1].[NH2:2][CH:3]([CH2:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([OH:18])[CH:16]=2)[NH:11][C:10](=[O:20])[CH:9]=1)[C:4]([OH:6])=[O:5]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 13471533HCID 13471533, compound

Product 1

HCID 13471535HCID 13471535, compoundYield 57.7%

Procedure

To 4 g of 2-amino-3-(6-methoxy-2-quinolon-4-yl)propionic acid hydrochloride was added 50 ml of 48%-hydrobromic acid and the mixture was refluxed for 4 hours. After cooling of the reaction mixture, the crystals precipitated were collected by filtration and were dissolved in an aqueous solution of sodium hydroxide. Then the solution was acidified with hydrochloric acid and the crystals precipitate were collected by filtration. Recrystallized from dimethylformamide-water to obtain 2.2 g of 2-amino-3-(6-hydroxy-2-quinolon-4-yl)propionic acid hydrochloride in the form of white powdery product.

Workup

  1. temperaturethe mixture was refluxed for 4 hours
  2. temperatureAfter cooling of the reaction mixture
  3. customthe crystals precipitated
  4. filtrationwere collected by filtration
  5. dissolutionwere dissolved in an aqueous solution of sodium hydroxide
  6. filtrationthe crystals precipitate were collected by filtration
  7. customRecrystallized from dimethylformamide-water

Sources & evidence

ORD record
ord-aab4023eb8754a388af1067e47afb639
Source dataset
uspto-grants-1994_09
Patent number
USRE034722

Reaction notes

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