Water → HCID 12899414, compound

HRID 1979759Notes

Reaction equation

HRID 1979759 reaction equation
[C:1]([O:4][C:5]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH2:7][CH2:8][C:9](=[O:15])[NH:10]2)(=[O:3])[CH3:2].[Br:16]Br.O>C(O)(=O)C>[Br:16][C:12]1[CH:13]=[CH:14][C:5]([O:4][C:1](=[O:3])[CH3:2])=[C:6]2[C:11]=1[NH:10][C:9](=[O:15])[CH2:8][CH2:7]2

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 128994132-Oxo-1,2,3,4-tetrahydroquinolin-5-yl acetate

Product 1

HCID 12899414HCID 12899414, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

20.5 Grams of 5-acetyloxy-3,4-dihydrocarbostyril was dissolved in 200 ml of acetic acid, into this solution, 16 g of bromine dissolved in 60 ml of acetic acid was added dropwise under water-cooled condition with stirring for 30 minutes and the reaction was continued for 2 hours at the same temperature. Then 300 ml of water added to this reaction mixture and allowed to stand for 3 hours, and crystals formed in the mixture were obtained by filtration and recrystallized from methanol. 21 Grams of 8-bromo-5-acetyloxy-3,4-dihydrocarbostyril was obtained as in the form of colorless needle-like crystals. Melting point: 237°-239° C.

Workup

  1. additionwas added dropwise under water-
  2. temperaturecooled condition
  3. waitthe reaction was continued for 2 hours at the same temperature
  4. waitto stand for 3 hours
  5. customcrystals formed in the mixture
  6. customwere obtained by filtration
  7. customrecrystallized from methanol

Sources & evidence

ORD record
ord-ce8eb4261354470fbdf9a8f71c11f891
Source dataset
uspto-grants-1984_11
Patent number
US04482560

Reaction notes

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