Hydrogen Bromide → HCID 12899435, compound

HRID 569949Notes

Reaction equation

HRID 569949 reaction equation
[Cl:1][C:2]1[C:11]([Cl:12])=[CH:10][C:9]([O:13]C)=[C:8]2[C:3]=1[CH2:4][CH2:5][C:6](=[O:15])[NH:7]2.Br>>[Cl:1][C:2]1[C:11]([Cl:12])=[CH:10][C:9]([OH:13])=[C:8]2[C:3]=1[CH2:4][CH2:5][C:6](=[O:15])[NH:7]2

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 12899434HCID 12899434, compound

Product 1

HCID 12899435HCID 12899435, compoundYield 73.2%

Procedure

The thus-obtained 42 g of 5,6-dichloro-8-methoxy-3,4-dihydrocarbostyril are dispersed in 500 ml of 47%-hydrobromic acid aqueous solution and heated for 4 hours under refluxing conditions. After cooling the reaction mixture, the insoluble matter is separated by filtration, washed with water and dried. The crude crystals thus obtained are recrystallized from methanol to obtain 29 g of 5,6-dichloro-8-hydroxy-3,4-dihydrocarbostyril in the form of colorless needle-like crystals with a melting point of 233°-235° C.

Workup

  1. temperatureheated for 4 hours under refluxing conditions
  2. temperatureAfter cooling the reaction mixture
  3. customthe insoluble matter is separated by filtration
  4. washwashed with water
  5. customdried
  6. customThe crude crystals thus obtained
  7. customare recrystallized from methanol

Sources & evidence

ORD record
ord-84e4231467084207b12546b50a34a42d
Source dataset
uspto-grants-1988_03
Patent number
US04734416

Reaction notes

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