Hydrogen Bromide → HCID 13471535, compound

HRID 483185Notes

Reaction equation

HRID 483185 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-5b7c68270b4540e1b54e91448e96dd5b
Source dataset
uspto-grants-1986_03
Patent number
US04578381

Reaction notes

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