Hydrogen Bromide → 3-(Bromomethyl)quinolin-2(1H)-one

HRID 2225326Notes

Reaction equation

HRID 2225326 reaction equation
O[CH2:2][C:3]1[C:4](=[O:13])[NH:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2.[BrH:14]>>[Br:14][CH2:2][C:3]1[C:4](=[O:13])[NH:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 27645783-(Hydroxymethyl)-1,2-dihydroquinolin-2-one

Product 1

HCID 3367063-(Bromomethyl)quinolin-2(1H)-one

Procedure

To 5 g of 3-hydroxymethylcarbostyril was added 50 ml of 47%-hydrobromic acid and the mixture was stirred at 70°-80° C. for 3 hours. After cooled the reaction mixture, the crystals precipitated were collected by filtration and were recrystallized from methanol to obtain 6 g of 3-bromomethylcarbostyril in the form of colorless needle-like crystals.

Workup

  1. temperatureAfter cooled the reaction mixture
  2. customthe crystals precipitated
  3. filtrationwere collected by filtration
  4. customwere recrystallized from methanol

Sources & evidence

ORD record
ord-2885b0763d2e4f3a9d5bbcf48eb18366
Source dataset
uspto-grants-1994_09
Patent number
USRE034722

Reaction notes

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